View All Lakeview Chicago IL Greystone Homes Listings

$525,000
2 Beds ⋅ 2 Baths ⋅ 12687306 MLS ⋅ CLOSED Status
Sun-filled condo in a stately 3-story Greystone on quiet, leafy one-way street. Very well-maintained boutique 8-unit building in a prime Lakeview location with parking included. Easy walk to the lakefront path, Red Line, Whole Foods, Wrigley, and Southport Corridor. Split two-bedroom layout with spacious rooms, separate living and dining areas, high ceilings, and oak hardwood floors throughout. An open side lot to the north, oversized windows, and high ceilings provide abundant natural light and warmth making this bright and cheerful condo feel like home. Filled with period detail, including an original built-in hutch and beautifully preserved trim throughout. Additional features include central air and heat, double-hung thermal-pane windows, in-unit laundry, spacious private rear deck, and a private walk-in storage room in the basement, perfect for bikes and seasonal items. The kitchen offers granite countertops and newer stainless-steel appliances, including a refrigerator (2024), microwave (2024), dishwasher (2025), and disposal (2024). Washer and dryer replaced in 2023. Low HOA of just $296/month in an immaculate, well-run association. Major updates include a new central air system (2026) and furnace (2021). Available to move-in after 8/31.

3826 N Fremont Street Unit #2N, Chicago
$1,430,000
4 Beds ⋅ 4 Baths ⋅ 12741737 MLS ⋅ ACTIVE Status
Rare find! Gorgeous and enchanting Greystone on historic Alta Vista Terrace! One of only four three-story homes on this magical block: "Street of 40 Doors". Home has attached garage, beautiful front garden and 3 outdoor spaces/decks. Vintage detail preserved throughout, mixed with tasteful updates, combine modern amenities without taking away from the true character of this historic gem. Main level includes bright living room, separate formal dining room with wood burning fireplace, large kitchen with Viking/Bosch appliances, breakfast nook, powder room, and direct access to cozy terrace with built in custom Lion grill. Three bedrooms, an office, full bath, and access to a large deck adorn the second floor. Spacious master suite encompasses the top level. 2 skylights bring in abundant sunlight. Huge, professionally designed walk-in closet, large master Carrara marble bathroom with radiant heated floors, separate shower, clawfoot tub, and sauna. Library with additional fireplace, wet bar and access to top deck complete this third floor suite. Lower level boasts a family room with beautiful original stone wall, large laundry room, a second powder room, garage and abundance of storage. Dual zoned heating and air, newer tear off roof. A truly stunning home! Agent Owned

3823 N Alta Vista Terrace, Chicago
$2,849,000
5 Beds ⋅ 5 Baths ⋅ 12741954 MLS ⋅ ACTIVE Status
Nestled in leafy East Lakeview is this iconic 5 BR/4.1 BA Chicago Greystone on a massive 35' x 167.5' lot, with over 6,800 sq. ft. of finished living space. This home is essentially new construction inside of a vintage envelope. During its extensive 2016 gut renovation, no detail was overlooked, nor expense spared. Thoughtfulness, craftsmanship and innovation were at the fore. New Marvin windows were custom made to look like the originals, and all doors, staircases and wood trim were custom built to fit the style of the home, while adding a contemporary feel. The exterior facade and masonry was diligently maintained for authenticity. Stepping through the front door, the charming foyer leads to a grand staircase. Opening to a bright and airy south-facing formal living and dining room, the space is perfect for large scale entertaining and watching the seasons change from every window. The main living spaces flow beautifully into the chef's kitchen, which features custom cabinetry, quartz countertops, Wolf and Sub-Zero stainless steel appliances, two dishwashers, an island with bar seating, and a butler's pantry with a Sub-Zero wine refrigerator and beverage drawers. The back half of the main level is designed for fun and relaxation. Curl up with a movie or good book by the originally preserved fireplace, read the morning news in the dining area surrounded by windows, or host a competitive game night with plenty of room to spread out. The attached 2.5 car garage is easily spacious enough to store a third car; above it, with direct access from the living spaces, is an 800Sq.Ft. rooftop deck, perfect for large gatherings or a cozy retreat. Upstairs are 4BR's and 3BA's, with lots of natural light coming from the large windows and two skylights. The huge primary bedroom suite includes an oversized walk-in closet, with expansive custom cabinetry, a laundry hook-up, and a chute to the main laundry room. The en suite primary bathroom is spa quality, with large marble slabs, heated floors, dual vanity, walk-in shower and a full tub. Two other bedrooms are large and well designed with generous closets/storage, and the bathrooms have beautiful stone and tile, with heated floors. Currently the 4th bedroom is used as a stunning library and office with an original oak mantel and fireplace. Downstairs the entire lower level was dug down to add two feet of ceiling height and create additional comfortable living space, with stunning porcelain tile floors and radiant floor heat throughout. A large, open family/recreation room measures 54' feet long, has a surround- sound TV viewing space, and a future wet bar area (plumbing and power is already installed). The lower level has one additional bedroom and one full bath, and the adjacent rec room is large enough to easily add a 6th bedroom or an au paire/guest suite. This location is the best of lakefront living! Steps to the Lake Shore Drive pedestrian underpass to the lakefront path, Sydney Marovitz Golf Course, tennis courts, Belmont and Montrose Harbors, Starbucks on the next corner, and so much more. Multiple restaurants and neighborhood staples nearby such PR Italian Bistro, El Mariachi, Good Times BrewPub, and The Bake House, plus endless options down Broadway. Whole Foods, Jewel-Osco, Target and the soon-to-arrive Trader Joes are all within a four block walk or drive. Public transit is easy with the CTA Sheridan Red Line Station 3 blocks away, and the Broadway, Lake Shore Drive Express, Sheridan and Irving Park bus lines all within one block. Commuting downtown is easy and convenient via Lake Shore Drive at the end of the street. Plenty of school options nearby such as Bernard Zell Anshe Emet, Greeley Elementary, Disney Magnet School, or a straight shot down Lake Shore Drive to Latin School, Francis Parker and the Lab Schools.

652 W Sheridan Road, Chicago
$750,000
2 Beds ⋅ 2 Baths ⋅ 12737182 MLS ⋅ CONTINGENT Status
Beautiful extra-wide Greystone inside of magical Wrigleyville. One of the largest footprints in the area - over 1800sq/ft. Unique design and flooded with light. Owner-occupied required. Giant cook's kitchen, super-sized deck, LOW assessment. Building well-maintained. Unit well-maintained. An incredible city pad for Chicago Lovers. Sure to be one of the hottest properties on the market.

3810 N Fremont Street Unit #2B, Chicago
$525,000
2 Beds ⋅ 2 Baths ⋅ 12723934 MLS ⋅ CONTINGENT Status
Stunning vintage 2 bed + den, 2 bath condo on a beautiful tree-lined street in the heart of East Lakeview. Move right in to this pristine top floor condo located in a stately historic Greystone building. Newer gourmet kitchen with granite counters and stainless steel appliances, newer windows, in-unit laundry, central HVAC, hardwood floors throughout, newly updated hall bath, high ceilings, and several skylights to allow for abundant natural light. Large layout with 2 bedrooms plus a den that is currently being used as the third bedroom. Brick fireplace is strictly decorative and is being sold as-is. Enormous storage in the basement. Located a half block from the cafes, shops, restaurants, and nightlife on North Halsted Street, three blocks from the CTA Belmont Red/Brown/Purple Lines station, and in the heart of everything East Lakeview has to offer!

833 W Buckingham Place Unit #3, Chicago
$777,000
3 Beds ⋅ 2 Baths ⋅ 12673174 MLS ⋅ CLOSED Status
Stunning top-floor 3-bedroom, 2-bath home in a beautifully rehabbed greystone on one of the Southport Corridor's best blocks. Set on a quiet, tree-lined one-way street surrounded by other one-way streets, this home offers the charm, space, and location buyers hope to find but rarely do. Sun-filled living spaces feature 10-foot ceilings, hardwood floors, beautiful millwork, and original details throughout. A gracious living room with a large bay window opens to a proper formal dining room, creating an easy flow for everyday living and entertaining. The granite eat-in kitchen with stainless steel appliances leads to a flexible office/den/playroom and a large private deck. The primary suite now features a newly renovated bathroom, making an already special home even better. Additional highlights include a rehabbed front porch, approximately 400 square feet of private basement storage, new roof, low assessments, and shared use of a fully fenced, paved backyard. An intimate two-unit association gives the home a single-family feel, all just one block from Blaine School and moments from Southport's shops, restaurants, transportation, and neighborhood favorites. Easy street parking or transferable leased garage parking.

3855 N Greenview Avenue Unit #2A, Chicago
$1,299,000
8 Beds ⋅ 3 Baths ⋅ 12666976 MLS ⋅ CONTINGENT Status
Exceptional opportunity to own a classic Chicago Greystone in one of Lakeview's most sought-after locations. Situated just steps from Wrigley Field, the Southport Corridor, CTA transit, shopping, dining, and entertainment. This well-maintained investment property offers the perfect blend of historic charm, stable income, and long-term upside. The building consists of two spacious 3-bed / 1-bath apartments plus a non-conforming 2-bed garden unit. All the units showcase features that tenants love, including hardwood floors, good room sizes, separate living & dining rooms, Washer & Dryer in each unit. Additional features include gas-forced heat and central A/C, rear porches, and 3 tandem parking spaces accommodating up to six vehicles. Investors will appreciate the opportunity to increase rents through strategic updates, while owner-occupants may explore future renovation, duplexing, or conversion possibilities. Whether you're seeking a turnkey investment, a value-add opportunity, or a chance to own a piece of classic Chicago architecture, this Lakeview Greystone delivers location, character, and exceptional potential in one of the city's most enduring neighborhoods.

1513 W Addison Street, Chicago
$675,000
2 Beds ⋅ 2 Baths ⋅ 12638076 MLS ⋅ CLOSED Status
Stunning penthouse in an original Lakeview greystone, perfectly positioned between the vibrant energy of Wrigleyville and the charm of the Southport Corridor. This sun-drenched home is situated on a corner lot and offers an expansive open layout with incredible natural light pouring in from every angle. A thoughtfully designed entryway sets the tone; ideal for Chicago living with space for coats, boots, and dog leashes, keeping everything organized year-round. The kitchen features granite countertops, a generous breakfast bar with seating for four, and high-end stainless steel appliances, seamlessly flowing into the bright living and dining space. A sunny balcony off the living room is the perfect space for morning coffee. The spacious primary suite easily accommodates a king-sized bed and includes custom designed walk-in closet, and a spa-like en-suite bath with heated floors, double vanity, soaking tub, and a glass-enclosed shower. 2nd bedroom features beautiful wainscotting and fully custom organized closet. The split floor plan offers privacy, plus great storage throughout as well as an in-unit washer/dryer. Outdoor living is unmatched with the front balcony as well as an oversized south-facing rear deck (18x10)-perfect for entertaining or soaking up the sun. One exterior parking space is included in the back! This top floor unit also comes with private roof rights, so buyers have the potential to create your dream rooftop oasis is endless. All of this just steps from the best of the Southport Corridor's boutiques and top-tier restaurants, plus Wrigleyville's iconic dining and nightlife. This is penthouse living at its best. This home provides character, light, and incredible location all in one!

1257 W Addison Street Unit #3, Chicago
$2,175,000
5 Beds ⋅ 4 Baths ⋅ 12557274 MLS ⋅ CLOSED Status
Stunning, fully renovated greystone on a rare 30 lot in the heart of the Southport Corridor.This 5BD/3.1BA home blends timeless architecture with modern luxury, featuring soaring ceilings, wide-plank hardwood floors throughout (including stairs), custom millwork, crown molding, and designer lighting. The main level offers a formal family room with custom fireplace and built-ins, an opened foyer, and a chef's kitchen with refinished cabinetry, new island, Taj Mahal quartzite countertops, custom hood, pantry, and sliding doors to outdoor space. Expansive primary suite with spa-like renovated bath and custom walk-in closet. Additional bedrooms with custom closets, new trim, shutters, and window treatments. Second-floor laundry. Finished lower level with mudroom entry, rec room, bedroom, and full bath. Multiple outdoor spaces including rear deck, landscaped yard, and rooftop deck over a 2.5-car garage. Prime Blaine School District location near Southport dining, shopping, and transit.

3705 N Magnolia Avenue, Chicago
$580,000
2 Beds ⋅ 1 Baths ⋅ 12617648 MLS ⋅ CLOSED Status
Gorgeous top-floor penthouse 2-bedroom condo set in a stunning greystone on a beautiful tree-lined street in the heart of Lakeview! This exceptional home welcomes you with a private internal staircase and foyer entry, opening to an expansive and thoughtfully designed floor plan featuring a bright living room, separate dining room, and an eat-in kitchen-perfect for both everyday living and entertaining. Flooded with natural light from unobstructed windows on all sides, this home showcases the perfect blend of timeless vintage charm and modern convenience. Rich hardwood floors, a decorative fireplace, original woodwork, and custom built-ins highlight the character throughout, while sought-after updates include central heating and cooling, in-unit laundry, and a beautifully renovated bathroom. The eat-in kitchen is equipped with cherry cabinets and stainless steel appliances, and the home's 9+ foot ceilings and oversized windows create an airy, open feel throughout. Enjoy abundant outdoor space with a spacious rear deck off the kitchen plus a private rooftop deck offering stunning city views. Additional features include easy permit street parking, additional storage, and an unbeatable location just steps to public transportation, restaurants, nightlife, retail, and so much more. Situated near highly regarded Tubman Elementary, this home truly has it all!

3042 N Clifton Avenue Unit #3, Chicago
$1,230,000
8 Beds ⋅ 3 Baths ⋅ 12595065 MLS ⋅ CLOSED Status
*MULTIPLE OFFERS RECEIVED *A RARE chance to own a timeless piece of Chicago history in one of the city's most sought-after neighborhoods. This striking 1897 greystone 3-flat is perfectly positioned on a quiet, tree-lined block just a few minutes from the buzz of the SOUTHPORT CORRIDOR and all the dining, nightlife, and energy along Belmont & Clark. ***Fully leased and meticulously cared for by the same owner for the past 30 YEARS, this building presents FLEXIBLE OPPORTUNITIES for a variety of buyers. Owner-occupants can live in one unit while offsetting their mortgage with rental income from the others. End-users and rehabbers can bring their design vision to update units and maximize rents. Developers will appreciate the solid 1897 construction and potential for condo conversion or a single-family home transformation. Or, turn this timeless beauty into a multi-generational home for decades to come. ***The classic greystone charm is complemented by TIMELESS architectural DETAILS, generous 10ft ceiling height and original built-ins, along with modern peace of mind including a BRAND NEW ROOF (2025), well-maintained exterior, and refreshed entry & common hallways. ***The property also features a 2-car GARAGE (each leased for $175/month), back yard, basement laundry room and additional common storage space. ***This A+ location offers easy access to public transportation, grocery stores, Southport shops, walk to Wrigley, plus an endless array of bars and restaurants, along with convenient access to the lakefront. With immediate rental income and STRONG UPSIDE potential, this VINTAGE GEM delivers the perfect combination of history, location, and flexibility. Truly a rare opportunity in one of Chicago's most beloved neighborhoods. (Please see additional documents tab for lease info, apartment/parking rent roll & operating expenses. Note the property is being sold AS-IS)

1322 W Barry Avenue, Chicago
$1,337,000
8 Beds ⋅ 5 Baths ⋅ 12610788 MLS ⋅ CLOSED Status
Greystone rehabbed 3 flat on oversized corner lot in prime Lakeview location. All units rented. Two units 3 bedroom 2 baths. Hardwood floors throughout, formal dining rooms, eat-in kitchens, fireplaces, GFA heat and central AC, large rear decks and yard. All units have separate entries. tenants pay all utilities. Beautiful units, turn key property, impeccably maintained. Fabulous location. Walk to restaurants, shops, transportation.

1658 W Nelson Street, Chicago
$935,000
4 Beds ⋅ 3 Baths ⋅ 12588842 MLS ⋅ CLOSED Status
Welcome to this classic Lakeview / North Center Greystone 2 flat . Vintage charm abounds as both units boast solid hardwood floors, original woodwork, gorgeous built in hutches, a separate dining room, and bedrooms big enough to fit a queen size bed. The 2nd floor unit also offers a charming gas fireplace to cozy up to, a rear deck perfect for morning coffee, summer nights and enjoying the sunshine; a sizable walk-in closet, and a den/office area with built in cabinetry. This building is an excellent opportunity for an owner occupant with a rental unit downstairs, a conversion to a single family home, or to use strictly as an investment property. The building has central heat and air, separate utilities, newer windows, shared laundry in the basement, a full back yard, and garage. The seven foot basement height gives potential to duplex down. The first floor unit is 2 beds, 1 bath. Second floor unit is 2 beds /1.1 bath with a den/office area. The building is tucked away on a quiet street in an excellent location- a quick commute to the Addison brown line, and a short trip in any direction to the many shopping and dining options in Lakeview and North Center!

3750 N Hermitage Avenue, Chicago
$625,000
2 Beds ⋅ 2 Baths ⋅ 12582162 MLS ⋅ CLOSED Status
OPEN CANCELLED ON 3/8! Check out this recently renovated 2-bedroom, 2-bath condo with an office nook in a timeless Greystone building. This beautifully updated home lives like new construction, seamlessly blending classic architectural character with today's modern finishes. Features include central air conditioning, painted trim and doors, newer bathrooms, designer lighting, high-end finishes throughout, and a custom-designed kitchen with a farmhouse sink. The updated gas/wood-burning fireplace adds warmth and charm to the inviting living space. Additional highlights include an in-unit washer/dryer, a garage parking space, an expansive private deck, a common rooftop deck, and generous additional storage - all included in the price. Situated on a quiet one-way street in prime Lakeview, this unbeatable location is just steps from Southport Corridor, Wrigley Field, and the Belmont Corridor. If you're looking for a new condo with timeless character and modern updates in a highly walkable location, this is the one for you!

3130 N Clifton Avenue Unit #2, Chicago
$790,000
3 Beds ⋅ 2 Baths ⋅ 12540687 MLS ⋅ CLOSED Status
FULL WALK THRU ON VIRTUAL TOUR BUTTON. A rare opportunity in Lakeview's coveted Greystone enclave! This sun-drenched 3 bedroom/ 2 bath expansive penthouse residence boasts refined living space with timeless architectural character and modern updates that is situated just three short blocks from Wrigley Field for those Cubs fans! The heart of the home is a generous chef's kitchen featuring abundant countertop space, granite surfaces, sleek glass subway tile backsplash, and premium appliances including Thermador, Bosch, Gaggenau, and Viking. Ideal for entertaining or everyday culinary pursuits. Adjacent formal dining complements a thoughtful layout with a generous living areas and relaxed gathering around a large cozy wood-burning fireplace. Three well-proportioned bedrooms include a primary suite with a spacious walk-in closet and ensuite bath. Step outside to the private deck, intelligently configured with dedicated zones for grilling, dining, and lounging. Additional highlights include incredible sky-lights throughout, brand-new HVAC condenser, furnace and humidifier (2024), new windows, in-unit washer/dryer, one garage parking space, very large storage room and a well-maintained boutique building with recent deck, roofing and tuckpointing improvements. Walk or bike to Whole Foods, Jewel, Dollop Coffee, Starbucks, the lakefront, fitness studios, and Lakeview's vibrant retail and dining scene!

3810 N Fremont Street Unit #3, Chicago
$355,000
2 Beds ⋅ 1 Baths ⋅ 12478692 MLS ⋅ CLOSED Status
Charming updated 2 bed 1 bath condo in classic Chicago Greystone. Updated kitchen features granite counters, stainless steel appliances and 42" maple cabinets. Just refinished hardwood throughout and freshly painted! Cool high ceilings. Spacious separate living and dining rooms. In-unit laundry. Common patio area perfect for grilling in the summer. Steps from the heart of Wrigleyville! Easy street parking & rental options nearby. Short walk to the CTA and Clark Bus for an easy commute.

1014 W Roscoe Street Unit #1F, Chicago
$1,565,000
7 Beds ⋅ 6 Baths ⋅ 12483245 MLS ⋅ CLOSED Status
**PRIME** East Lakeview CLASSIC Greystone FOUR BLOCKS from WRIGLEY - Fully Renovated 3-Unit Investment with STRONG Cash Flow! On one of East Lakeview's most picturesque tree-lined blocks, this Greystone has been updated since its purchase with LARGE units boasting spacious floor plans, large living spaces, eat-ins, separate dining rooms, updated kitchens and bathrooms, separate HVAC systems, and more. Office / den spaces can easily be converted into third bedrooms or left as bonus rooms. With all three units leased through 2026, this is a turnkey investment with very strong cash flow in one of Chicago's most desirable rental markets. Unit 1 underwent a major renovation in 2024 with approximately $28K in improvements, including all new appliances and the addition of a private in-unit washer/dryer. The basement has plentiful tenant storage, maximizing functionality, and also has the convenience of a two-car brick garage. Ideally situated just BLOCKS from the lakefront, Wrigley, and two blocks from the Red Line 'L', the building is in a prime north side location to give tenants unbeatable access to Lakeview's restaurants, shops, and nightlife. With a proven rental history, this building is an excellent investment that provides immediate stability with long-term upside in one of Chicago's most sought-after neighborhoods.

905 W Dakin Street, Chicago
$3,150,000
6 Beds ⋅ 7 Baths ⋅ 12491031 MLS ⋅ CLOSED Status
Experience city living at its finest in this remarkable, newly renovated, and expanded luxury residence, featuring 6 bedrooms, 6.5-baths, and 5,400+ SF of refined, professionally designed interiors, plus 2,000 SF of unmatched outdoor space spread across 4 private areas. Situated on a 30' wide lot along picturesque Magnolia Ave, this stunning greystone showcases truly superb craftsmanship and exudes luxury at every turn. Striking facade w/broad limestone steps leads into a beautiful marble foyer complimented by antique mirror, accent panel wall, and elegant bronze chandelier. Formal living room sets warm inviting tone w/limestone fireplace framed by built-in floating shelves and flooded w/sunlight through oversized French windows. The heart of home is gourmet kitchen designed w/custom shaker-style cabinetry and paired w/massive Calacatta quartz island, gleaming brass pendants, and top-of-the-line smart Thermador appliances. Perfectly suited for both intimate and grand-scale gatherings, the open layout flows seamlessly from expansive kitchen and dining into spacious family room adorned w/arched custom built-ins and a fireplace connecting to outdoors for alfresco dining on a heated raised patio or further to the garage roof deck for entertaining. Designed with intention, this floor includes a built-out mudroom w/direct access to the heated garage, a stylish powder room wrapped in opulent wallcoverings, and a practical walk-in pantry for added storage. Second level offers 4 bedrooms/3 baths, including serene primary suite w/balcony, dual walk-in closets, Kohler spa-like bath w/custom white oak vanity, steam & rain shower, floating soaking tub, water closet, and porcelain checkerboard floors. Laundry room completes this level for convenience. Penthouse floor unveils versatile lounge w/kitchenette, wine cellar, and spa-like bath. It opens to a spectacular 800 SF terrace w/sweeping city views. The 9-foot deep lower level w/heated LVT floors expands w/2 additional bedrooms, 2 full baths, a second laundry, a cozy media room w/built-ins, fireplace, and a wet bar-perfect for guests, in-laws, or au pair living. Additional highlights include white oak flooring across three levels, all radiant heat baths, full smart-home AV automation w/intercom/surround sound & security system w/cameras, snow-melt on front steps & patio, and a newly built brick 3-car garage w/dual EV chargers. Situated in coveted Blaine School District, steps from Southport Corridor dining, boutiques, cafes, and iconic Wrigley Field. This exceptional-quality home in a stellar location is a rare offering poised to preserve and grow its value for generations to come.

3719 N Magnolia Avenue, Chicago
$1,465,000
8 Beds ⋅ 6 Baths ⋅ 12461474 MLS ⋅ CLOSED Status
Discover an exceptional investment opportunity or the perfect single family conversion in this stately, rehabbed Greystone located in Chicago's sought after Wrigleyville/Lakeview community. Situated on the historic Newport Avenue District, a landmark block renowned for its beautiful, intact stone fronted three flats. This building offers a classic Chicago experience with modern amenities. The building is comprised of three well maintained units. The top floor, duplex up, owner's unit, offers the scale and comfort of a single family home. Spanning the second and third floors, it features an open concept main level with a chef's kitchen, 42" cabinets, stone countertops and hardwood floors a private rear decks and a spacious bedroom and full bath. The upper level features an open style primary bedroom with a walk in closet, a large seating area and fireplace. The primary bath features double vessel sinks, a whirlpool tub and a separate steam shower. This level includes the spacious third bedroom, a full bath and it's own private rear deck. The true highlight is the rare, private 27'x22' rooftop deck, perfect for entertaining with stunning city skyline views. The first floor unit is a bright and spacious 3-bedroom, 2-bath with soaring windows, tall ceilings, and a large open kitchen. This unit has it's own private rear deck and direct access to the expansive 20'x19' deck above the garage. The garden unit, a bright 2-bedroom, 1-bath, offers direct access to the generous brick paved backyard. This property has been cared for by the live in owner for 30 years, with significant updates including plumbing and electrical, tuck-pointing (2016), a new roof (2015), and premium windows (2020). Parking for three cars adds significant value. Currently configured as a high income three flat, the building generates a total annual income of $117,600 with a net operating income of $90,822, representing a consistent 6 percent CAP rate with room for growth. This is a remarkable opportunity for a live in owner to generate a large income stream while building equity, a long term investor seeking a strong return, or a developer looking to convert it into a magnificent single family home. Located in the desirable Nettlehorst Elementary School District, this property is just steps from Wrigley Field, shopping, dining, and a short walk to the "L" train and Lake Michigan. Don't miss this chance to own a piece of classic Chicago in an unbeatable location.

902 W Newport Avenue, Chicago
$499,000
2 Beds ⋅ 1 Baths ⋅ 12407210 MLS ⋅ CLOSED Status
Beautiful top-floor greystone in a prime Lakeview location-where timeless charm meets thoughtful modern updates. This sun-filled 2-bedroom, 1-bath home blends vintage character with recent renovations, all set on a quiet, tree-lined one-way street just moments from the Wellington Brown/Purple Line, shops, and restaurants. The remodeled kitchen features 42" custom white cabinetry, marble countertops, a large island, and newer stainless steel appliances including a 5-burner stove, pyramid-style range hood, and under-counter wine and beverage fridge. The kitchen flows seamlessly into the integrated family room, creating a true gathering space ideal for entertaining. The bathroom was fully updated in 2019 and offers a marble vanity, modern tile, accent niche, and a deep soaking tub with spa-style showerhead. The master bedroom includes a walk-in closet with built-in organizers, picture frame molding, and a perfect balance of elegance and practicality. The second bedroom offers generous closet space, while the sunroom off the kitchen provides a bonus flex space-great for a second lounge, office, or reading nook. The home features gorgeous original woodwork throughout, including a built-in hutch, 9-foot tall pocket doors, glass transoms, crown molding, and 11-foot coved ceilings with intricate medallions. Natural light floods in from east, south, and west-facing windows, thanks to the top-floor position and only a 2-story building next door. All windows were replaced in 2024, adding comfort and energy efficiency. Additional features include newer light fixtures throughout, new furnace (2016), and roof resurfacing and tuckpointing (2023). Free laundry in the basement (with internal stair access) includes two washers and two dryers, one of each brand new in 2024 and 2025. Two large private storage spaces are included. A shared outdoor green space behind the building offers a serene spot for grilling or relaxing, complete with table and chairs. Located just a short stroll from Wrigley (yet far enough to avoid game-day crowds), Southport Corridor, Lake Michigan, and Wiggly Field Dog Park. You're steps from beloved local spots like Panes Bread Cafe, DMK Burger Bar, Fish Bar, Osmium Coffee, and Vaughan's Pub-plus quick convenience at South Loop Market just 1.5 blocks away. This rare Lakeview gem combines classic craftsmanship with updated functionality, unmatched light, and a layout that lives large. Don't miss your chance to own a true top-floor treasure.

3028 N Kenmore Avenue Unit #3, Chicago
$1,700,000
3 Beds ⋅ 4 Baths ⋅ 12457984 MLS ⋅ CLOSED Status
Exceptional, down-to-the-studs 2025 renovation of a classic Lakeview Greystone-moments to Hamilton Elementary, Southport Corridor dining and boutiques, Wrigley Field, neighborhood parks, and transit. Timeless Chicago architecture reimagined for turnkey living and comprehensively updated with all-new systems-including roof, siding, mechanicals-and a luxury appliance package (manufacturer warranties). The chef's kitchen features artisan-crafted cabinetry, Sub-Zero refrigerator and freezer, Wolf 36" gas range, built-in microwave drawer, and Bosch 800 Series dishwasher. The spa-level primary bath showcases Kohler fixtures, Toto toilets, and a sculptural Bordeaux soaking tub; all bedrooms include fully built-out custom closets. Design highlights include soaring 10'+ ceilings on the main and upper levels, white-oak flooring, a European black-metal entry door, and curated finishes. The finished lower level (9'+ ceilings) adds a custom wet bar with designer backsplash and a Danby wine cooler. Smart comforts include dual-zone high-efficiency HVAC, tankless water heater, Nest thermostats, CAT-5 wiring, whole-home audio, and pre-wired security. Outdoors, a low-maintenance backyard with premium turf and concrete walkways leads to a detached two-car garage with potential for a rooftop deck (contractor available separately). A luxury home built for comfort, longevity, and style-schedule your private tour today.

1519 W Addison Street, Chicago
$460,000
2 Beds ⋅ 2 Baths ⋅ 12418700 MLS ⋅ CLOSED Status
Commanding the top floor of a classic Greystone on one of Lakeview's most desirable one-way tree-lined streets, this stunning 2 bed, 2 bath penthouse blends elegance with timeless charm. Thoughtfully designed for both everyday living and stylish entertaining, the spacious layout features a light-filled living room with dramatic bay windows, creating a serene, treehouse-like escape among the mature treetops just beyond your windows. The gracious primary suite offers massive closets and an ensuite bathroom with a stone shower. A generous second bedroom includes exceptional storage and is accompanied by a beautifully updated hall bath. Sleek and functional, the kitchen is outfitted with stainless steel appliances, granite countertops, and abundant cabinetry, leading directly to your private outdoor patio~ the perfect space to relax, grill, or entertain under the stars. Additional features include in-unit laundry, central A/C, one exterior parking space, and large assigned storage. Enjoy unbeatable access to the best of Lakeview from this exceptional residence just moments from Wrigley Field, Gill Park, the Addison/Sheridan Red Line, Lake Michigan, and the Lakefront Trail. With endless dining, shopping, and entertainment at your doorstep, this is city living at its finest.

3747 N Fremont Street Unit #3, Chicago
$2,646,000
5 Beds ⋅ 4 Baths ⋅ 12390259 MLS ⋅ CLOSED Status
Architecturally stunning, completely custom 5 Bedroom | 3.1 Bathroom greystone on an extra-wide 30' lot, situated on one of the Southport Corridor's most idyllic, one-way streets within 2 blocks from coveted Blaine School District. This extraordinary residence features over 5100 sqf and was completely overhauled with superior attention to detail that includes wide-plank white oak flooring, detailed millwork and built-ins, one-of-a-kind lighting and draperies throughout. An imported, oversized front door leads to an open floor plan with large living room with vintage marble fireplace, separate dining area that is perfectly situated near the completely upgraded De Guilio Kitchen that offers a massive island, 60" Wolf double range, oversized SubZero fridge and wine refrigerator, Miele dishwasher, warming drawer and microwave and inlay cabinetry with built-in Siematic organization throughout. The kitchen overlooks a large family room that is flanked with a custom floor to ceiling window wall allowing for incredible natural light, cerused oak built-ins, gas fireplace with limestone surround and a separate built-in desk/homework station. A full, separate mudroom with organized closets plus bench and powder room with lacquered walls complete this level. The top floor features a primary suite oasis complete with an oversized bedroom, spa-like bathroom with Ann Sachs marble tile, oversized shower and separate soaking tub and a huge walk-in closet with separate spaces and built-in washer/dryer. A gorgeous office is attached to the primary suite and features 2 walls of windows, custom lacquered built-ins and library lighting and opens to a lovely 2nd floor rear terrace. 2 additional large bedrooms and a full bathroom with Ann Sachs tile and tub complete this level. The lower level offers a massive recreation room with soaring ceiling height, tons of natural light, radiant heat and is perfect for entertaining and features a separate nook ideal for workout equipment or play space. 2 additional large bedrooms including a front bedroom with a custom window seat, full bathroom with floor-to-ceiling porcelain tile and large shower, separate laundry room and an abundance of storage. The front and back yards were designed and landscaped by Chalet Landscaping feature boxwood gardens, blue stone pavers and a turfed backyard with room for an oversized trampoline. The garage rooftop deck was customized with a steel pergola, outdoor television, firepit and separate dining, lounging and sports/recreation spaces. All perfectly located within a few blocks from the Southport Corridor's retail, award-winning restaurants, coffee shops, grocery stores and transportation and a short stroll to numerous parks including Gallagher Way, Juniper Park and Blaine field. Impeccably updated and maintained, this home is ideal for the most discerning buyer who appreciates incomparable design elements with a functional floor plan set in an ideal location!

3745 N Lakewood Avenue, Chicago
$2,450,000
6 Beds ⋅ 6 Baths ⋅ 12387969 MLS ⋅ CLOSED Status
Architecturally handsome, and completely custom six bedroom, five-and-a-half bath greystone on an extra-wide thirty foot lot, with a paneled elevator opening onto each level, located on picturesque Cornelia Street in coveted Blaine School District. Attention to every detail has been given to this extraordinary home spanning 5600 square feet featuring quarter sawn oak flooring, detailed millwork and built-ins throughout, soaring ceilings, five private outdoor areas and geothermal heating and cooling system. The welcoming entrance leads to an open floor plan with gorgeous paneled living room offering a beautiful fireplace, stunning windows and opening to the separate dining area located just steps from the well designed kitchen; with high quality appliances including Wolf and Subzero, stone countertops, oversized island, two sinks, an abundance of storage, butler's pantry and built-in breakfast nook. The kitchen flows into a natural light filled family room with floor-to-ceiling windows and doors, fireplace, built-in desk area and access to the beautiful back outdoor areas. Located on the second level are three spacious en-suite bedrooms, including the tranquil primarily suite with fireplace, walk-in closet, custom built-ins, lovely terrace and spa-like stone bath; with double sinks, soaking tub and large walk-in shower. Rounding out this high quality home on the top-floor is an en-suite bedroom, two beautiful outdoor terraces offering a fireplace and hot tub, and well designed home office. Other home features include a lower level with high ceilings, en-suite bedroom, large family room with bar, spacious temperature controlled wine cellar, an additional bedroom currently used as a gym and mudroom area. Located over the three car garage is an ideal roof top deck with pergola, landscaping and access to additional outdoor areas. High quality masonry home, with attention given to every detail. Located close to public and private schools, and just steps from Wrigley Field, numerous parks, shopping and restaurants on Southport and public transportation.

1230 W Cornelia Avenue, Chicago
$1,150,000
8 Beds ⋅ 3 Baths ⋅ 12284755 MLS ⋅ CLOSED Status
Investor's Dream! This remarkable 2-unit Greystone building, located on an EXTRA-WIDE 30' x 125' corner lot in the highly sought-after Wrigleyville/Southport Corridor, presents an outstanding opportunity for investors or aspiring owner-occupied landlords. The top floor features a spacious 4-bedroom, 1-bath unit with tremendous potential for rental cash flow. Top floor tenant occupied with MTM lease. First floor offers a 3-bedroom/1-bathroom unit. The basement, currently utilized as a duplex down, includes a 1-bedroom, 1-bath unit, creating additional rental income possibilities. Beautiful, original built-ins in both units. Two washer and dryer units in the basement. With RT-3.5 zoning and labeled as a 3-unit property (assessors office), this building offers endless potential. Being sold AS-IS

1300 W Newport Avenue, Chicago
$541,000
2 Beds ⋅ 2 Baths ⋅ 12364972 MLS ⋅ CLOSED Status
Bright and charming renovated 2 bed 2 bath Greystone walk-up condo, ideally located on the stunning tree-lined streets of Lakeview/Wrigleyville! Step into an intimate foyer where you're greeted with a coat closet, vintage charm and tasteful updates, new hardwood oak flooring, (2024), and crown molding throughout. The sun-soaked living room offers cozy tree-lined views and ample space for entertaining. The separate dining room boasts large windows, lovely wainscotting, and an island/breakfast bar open to the kitchen - perfect for your morning coffee! The updated kitchen features granite countertops, dishwasher, disposal, a gas oven and range hood, all SS appliances, and direct access to your private outdoor space. The spacious primary bedroom offers incredible sunlight and large windows, two closets, new blackout roller shades, (2024), plenty of space for a king-sized bed, and an en-suite bath with soaking tub. The second bedroom is the perfect space for a guest bed or an in-home office with ample closet storage. This home is complete with a second full bathroom with an in-unit laundry closet, (2024), one exterior parking space, storage, water heater, intercom, security system, new shower glass doors, (2025), newer LED lighting w/smart wifi switches throughout, (2019), new window treatments, (2024), Bluetooth Patio Speakers, (2020), newer HVAC Heater/AC Combo Unit, (2022), new water heater, (2024), and a smart thermostat, (2020). Located a stone's throw from Wrigley field, Gill Park, Addison/Sheridan Redline and CTA bus system, Whole Foods, Lake Michigan/the Lake front trail, LSD, Murphy's Bleachers, and all that the Lakeview/Wrigley shopping and restaurant scene has to offer! No more than 2 dogs permitted per HOA.

3737 N Fremont Street Unit #2, Chicago
$1,150,000
5 Beds ⋅ 5 Baths ⋅ 12365128 MLS ⋅ CLOSED Status
Set on an extra-wide 37-foot lot in Lakeview's coveted Newport Avenue Historic District, 938 W Newport is a rare and architecturally significant Greystone offering classic Chicago charm, preserved character, and strong rental income with ideal owner-occupant potential. This stately 3-flat features original millwork, pocket doors, large bay windows, and sun-filled upper units with 10-foot ceilings. The garden-level unit is a spacious 1 bed, 1 bath with additional storage in the entry foyer and a separate storage closet. The main-level unit includes 2 bedrooms, 2 full baths, 2 fireplaces a bay-front living room, a large formal dining room, and a bright rear sunroom ideal as an office or flex space. The top-floor unit mirrors the main-level layout and was previously configured as a 3-bedroom. It now functions as a 2 bedroom, 2 bath plus den with a closet, and is vacant and move-in ready with refinished hardwood floors, new carpet, and fresh paint. A three-car garage plus a side parking pad provide four off-street spaces. The exterior pad has been successfully rented during Cubs home games for extra income. Tenants share access to the basement laundry and storage. Just steps from Wrigley Field, the Red Line, Whole Foods, the lakefront, neighborhood dining and shopping, this is a rare opportunity to own a piece of Chicago history with flexible use, timeless curb appeal, and lasting value.

938 W Newport Avenue, Chicago
$550,000
2 Beds ⋅ 2 Baths ⋅ 12358287 MLS ⋅ CLOSED Status
One-of-a-kind, charming top-floor condo with PRIVATE roof deck perched above nearby homes offers stunning 360-degree skyline views, perfect for enjoying from sunrise to sunset feels like an outdoor oasis. A historic Greystone, located in the heart of West Lakeview/Southport Corridor, is truly a special and rare find. This two-bedroom, two-bath penthouse home features a gorgeous entryway with original wood trim, banisters, leading to a spacious living area. The large eat-in kitchen boasts ample cabinetry and granite countertops. The master bedroom is bathed in northeast corner light and includes an additional custom closet that can be closed off or used for display, along with an ensuite bath featuring a dual vanity and tub. An ideal split floor plan places the second bedroom off the living area, offering flexibility to serve as a bedroom, home office, or both. A full-sized washer and dryer in the utility room, garage parking, and a walk-in storage unit complete this charming home.

1348 W Wellington Avenue Unit #3, Chicago
$535,000
2 Beds ⋅ 2 Baths ⋅ 12343606 MLS ⋅ CLOSED Status
Welcome to this thoughtfully updated 2-bed, 2-bath condo in a classic Greystone, offering a generously sized layout that beautifully combines timeless character with modern updates. Ideal for both relaxed living and entertaining, the spacious living room welcomes you with a beautiful bay window that fills the room with natural light. The separate dining room flows into a large eat-in kitchen with updated countertops, perfect for casual dining or hosting friends. Both bathrooms have been updated, with the primary bath undergoing a full renovation and the second bath featuring refreshed tiling. Additional features include in-unit laundry, additional storage, bike storage, and a large private deck off the kitchen that overlooks a beautifully maintained common backyard-your peaceful urban retreat. All of this in a prime East Lakeview location, just steps from the lake, Southport Corridor, Whole Foods, Wrigley Field, and the best dining and shopping the neighborhood has to offer.

845 W Grace Street Unit #2W, Chicago
$1,350,000
8 Beds ⋅ 3 Baths ⋅ 12345775 MLS ⋅ CLOSED Status
A rare offering and exceptional opportunity to own a gorgeous 3-unit Greystone in the heart of Southport Corridor. This stunning Lakeview / Wrigleyville property is set on an extra wide lot (30 x 124) on picturesque, tree-lined Cornelia Avenue. Inside, modern updates beautifully complement timeless vintage details. Each unit showcases original built-ins, wood trim, elegant crown molding and hardwood floors while the kitchens feature stainless steel appliances and sleek granite countertops. Additional highlights include skylights in the 3rd floor unit, enclosed rear porches, private backyard, a 2-car brick garage + 1 car parking pad, along with shared laundry and storage units in the basement. Unit Breakdown: 1st Floor: 3 bed / 1 Bath. 2nd Floor: 3 Bed / 1 Bath. 3rd Floor: 2 Bed / 1 Bath. Located within the highly coveted Blaine School District, this prime property offers unbeatable convenience with public transportation just minutes away, including access to the Brown Line, Red Line, and Lakeshore Drive. Enjoy proximity to top-tier restaurants, shops and local amenities, plus the added benefit of being located within walking distance to Wrigley Field. This area is highly desirable for both residents and investors. All units are currently rented, ensuring a steady income stream. Don't miss out on this exceptional investment opportunity in one of Chicago's most sought-after neighborhoods. This is the first time in 40 years that this property has been offered for sale. Property is well maintained and is offered AS-IS.

1336 W Cornelia Avenue, Chicago
$1,500,000
9 Beds ⋅ 6 Baths ⋅ 12343264 MLS ⋅ CLOSED Status
Beautifully maintained Greystone 3-flat in a prime Lakeview location. The first-floor unit features 3 bedrooms and 2 full bathrooms. Excellent opportunity to duplex down for added space and value. Second and third floor units offer spacious layouts consisting of 3 bedrooms plus a den, 2 full baths, and updated kitchens. The third-floor unit includes in-unit laundry; first and second floors enjoy free shared laundry in the basement. Each unit boasts individual central HVAC, expansive open-concept living and dining areas, and hardwood floors throughout. Three exterior parking spaces located behind the building. A strong income-producing property in a highly desirable rental area-easy to lease and consistently in demand. Currently at a 6.36 CAP Rate! Schedule your viewing today!

822 W Newport Avenue, Chicago
$290,417
2 Beds ⋅ 2 Baths ⋅ 12338946 MLS ⋅ CLOSED Status
Step into this charming two-bedroom unit nestled in an intimate Greystone building on a picturesque, tree-lined street in the heart of Wrigleyville. The updated kitchen features granite countertops, 42" cherry cabinets, a classic subway tile backsplash, and stainless steel appliances-all seamlessly opening into living area. Enjoy generous-sized bedrooms with ample closet space, gleaming hardwood floors throughout, and the convenience of in-unit laundry. One dedicated parking space is included in the price. Unbeatable location-just steps from the lakefront, parks, Wrigley Field, top-rated restaurants, shops, Whole Foods, vibrant nightlife, Lake Shore Drive, public transportation, and more!

3749 N Fremont Street Unit #G, Chicago
$1,425,000
9 Beds ⋅ 5 Baths ⋅ 12340414 MLS ⋅ CLOSED Status
Wrigleyville 2-flat greystone. Unit 1 is a 5 bedroom, 2.5 bathroom duplex down. Unit 2 is a 4 bedroom, 2 bathroom simplex.

1048 W Dakin Street, Chicago
$2,050,000
6 Beds ⋅ 5 Baths ⋅ 12274998 MLS ⋅ CLOSED Status
Nestled on tree-lined Newport Avenue in the heart of Lakeview, this stunning greystone seamlessly combines timeless historic charm with modern luxury. Fully rehabbed and re-imagined from a 3 flat into a single-family home in 2014, this rare gem offers the quintessential city living experience in one of Chicago's most sought-after neighborhoods. This home features refinished hardwood floors, gorgeous original woodwork, soaring ceilings, three beautifully restored fireplaces and a primary suite that encompasses the entire third floor. Stepping into the home, you'll be greeted by the lovely marble-tiled foyer and formal living room. The restored original pocket doors lead you into the open concept main floor dining and family rooms where you'll find that the spacious chef's kitchen is a culinary dream, featuring sleek modern cabinetry, quartzite waterfall countertops, top-of-the-line Thermador appliances, and a large walk-in butler's pantry equipped with a second sink, Fisher & Paykel dishwasher drawers, and abundant storage. The floor plan makes this the perfect home for hosting gatherings. Step outside to the expansive and serene backyard, where you'll find a beautifully landscaped private escape with a stone patio, gas firepit, and soft lighting, a true sanctuary. The second floor is designed with versatility and family living in mind, featuring four spacious bedrooms, a light-filled den perfect as an office or study, and impeccably updated baths with high-end finishes. The crown jewel, however, is the third-floor primary suite-a true penthouse-level retreat. This floor is designed exclusively for privacy and relaxation with a chic sitting room, fireplace, spa-like ensuite bath, laundry room, and a massive custom walk-in closet. The ensuite bath rivals the finest of luxury spas, offering double vanities with quartz countertops, a freestanding soaking tub, heated floors, and an expansive double steam shower with modern tile, lighted ceilings, and frameless glass doors. Every level of this home connects effortlessly to outdoor spaces, with decks offering seamless access to the backyard. The 2.5 car garage, constructed in 2019, was built with 14ft ceilings to accommodate lifts, an additional car can be stored above each of the two stalls. Additionally, there's an electric car charger, built-in storage, and even the potential for a rooftop deck.The fully finished basement, renovated in 2017, offers a modern one-bedroom apartment complete with its own living space, custom storage, and a private laundry room-perfect for guests or additional income potential. Notable updates include all-new electrical and plumbing systems, dual new HVAC systems (2019), and a hot water tank (2019). Homes of this caliber and location rarely become available-this is your chance to secure a coveted piece of Chicago's history.

901 W Newport Avenue, Chicago
$1,253,000
4 Beds ⋅ 2 Baths ⋅ 12298391 MLS ⋅ CLOSED Status
Beautiful 2-unit Greystone on a 30' wide lot in Southport Corridor. Owner occupies entire building - renovated for owner use but not converted to a single-family. The 1st floor has an updated kitchen, while the 2nd floor features a large updated bath (kitchen removed, plumbing intact). Unfinished basement. Ideal for single-family conversion or restoring the 2nd unit for rental. Includes a 2-car garage and a lovely yard on scenic Wayne Street.

3711 N Wayne Avenue, Chicago
$2,135,000
5 Beds ⋅ 4 Baths ⋅ 12295465 MLS ⋅ CLOSED Status
Welcome home to this beautifully custom renovated 5 bed, 3.1 bath classic Greystone in the heart of Southport Corridor and Burley School District! This stunning home combines historic charm with modern luxury and has been recently gut renovated throughout including a brand new roof, Marvin windows, a new slab with vapor and waterproof barrier, plumbing, electrical and much more. Upon entry, you're greeted with a bright & sunny open floorplan featuring wide plank oak hardwood, large foyer, luxurious living room with custom built-ins and large bay window, walk-in coat closet and open site lines to the dining room, kitchen and family room. The kitchen features Wolf & Subzero appliances, custom cabinetry, 13 foot custom island and full walk-in pantry. Additional highlights: built-in microwave drawer, coffee bar, wine fridge & beverage center. The kitchen is open to beautiful south facing family room featuring a gas fireplace, custom built-ins and large three panel bifold doors for connected indoor/outdoor living. Large deck off the living room and yard space make this home perfect for summer entertaining. Upstairs hosts primary bedroom with an abundance of natural light, extra large custom walk-in closet and spa like primary bathroom featuring custom dual vanity sinks, large marble shower and standalone tub. Primary bath is fully equipped with radiant heat floors and large skylight. Second bedroom is extra large and can accommodate a king size bed. Third bedroom sits at the front of the home with large bay window and custom walk-in closet. Second floor is complete with a bright office space and large laundry room including utility sink and extra storage. Lower level with tall 8 foot ceilings completes the home with a large rec room area including wet bar, radiant flooring throughout and plenty of storage. Fourth and fifth bedroom, each with custom walk-in closets, along with the third full bath complete this level. This home is perfectly located in Southport Corridor nearby all the area has to offer including: shops, boutiques and restaurants along Southport, Donahue Park, Whole Foods, Target, various fitness studios, CTA brown line and much more!

1515 W School Street, Chicago
$800,000
6 Beds ⋅ 2 Baths ⋅ 12218063 MLS ⋅ CLOSED Status
Ideally located in the heart of the Wrigleyville entertainment district, this investment property offers abundant natural light and an oversized interior layout with three bedrooms per floor, separate living and dining rooms, and an unfinished basement featuring tall ceilings and generous window space-perfect for future expansion. Both units are in older, semi-original condition but are structurally sound. Each unit has separate forced air heating, with easy potential for central air installation. The property sits on an extra-wide, 30-foot lot, allowing for three parking spaces that the current owner utilizes for additional income during events and Cubs games. The exterior has been well-maintained, with recent tuckpointing, rebuilt front steps, and a rebuilt chimney. This rare, fully detached Greystone provides excellent natural light and offers higher potential land use, with zoning designated as RT 3.5. The prime location supports various high-income opportunities, including short-term rentals like Airbnb. With immediate access to the Wrigleyville entertainment corridor, this building is directly across from The Metro and just steps from Wrigley Field, The Cubby Bear, Lucky Strike Social, X-Golf, Swift and Sons Tavern, Uncommon Ground, UFC Gym Wrigleyville, and a multitude of bars, restaurants, and entertainment venues. It's also a mere four blocks from the vibrant Southport Corridor. This property offers an unbeatable high-energy location with immense potential for any investor!

3740 N Racine Avenue, Chicago
$985,000
5 Beds ⋅ 2 Baths ⋅ 12218262 MLS ⋅ CLOSED Status
This amazing Greystone 2-flat, located on an EXTRA-WIDE 30 x 125 lot, includes a newer 2-car garage and sits on one of the most sought-after streets in Wrigleyville, in the heart of the Southport Corridor. Zoned R3.5, this meticulously maintained property showcases refinished hardwood floors, charming vintage details, and thoughtful updates throughout. The first-floor unit features a spacious 2-bedroom, 1-bathroom layout with a living room, separate formal dining room, full bath, kitchen with a built-in butler pantry, and an in-unit washer and dryer. The second-floor unit offers a 3-bedroom, 1-bathroom floor plan with a large living room, a formal dining room, a kitchen, and an in-unit washer and dryer. Additional highlights include central HVAC, a rear deck, a backyard, and a 2-car garage. Recent improvements include new washers and dryers in both units, tuck-pointing of the building facade in 2023, and the installation of clean-out access. The unfinished garden unit offers 1 bedroom and is plumbed for a kitchen and bath, providing potential for additional space. This easy-to-rent property is conveniently located near CTA Red, Brown, and Purple Lines, multiple bus routes, Lake Shore Drive, Wrigley Field, Belmont Harbor, Whole Foods, and the incredible shops, restaurants, and recreational activities that Wrigleyville and the Southport Corridor are known for. Don't miss this exceptional opportunity!

1243 W Newport Avenue, Chicago
$1,350,000
6 Beds ⋅ 4 Baths ⋅ 12206285 MLS ⋅ CLOSED Status
Lakeview-Southport Corridor is the setting for this gorgeous greystone. This gem of a property consists of two spacious units, each with three bedrooms and two full baths, plus a large high basement. The home has been meticulously cared for by its long time owners. The property has many upgrades that include remodeling and renovations that are a homage to its vintage past while providing for must have modern amenities. This includes updated plumbing, electricity, newer roof, bathrooms, kitchens, windows, facade and interior restoration, patio, perennial garden, and much more. The first floor has been previously rented as a furnished/ airbnb rental and is available with most of the furnishings. The furnishings are negotiable. All this plus beautiful grounds and a two car garage with a 240 volt EV charging outlet. See list under additional information for more details. Hurry !!!

1246 W Newport Avenue, Chicago
$1,825,000
4 Beds ⋅ 5 Baths ⋅ 12194982 MLS ⋅ CLOSED Status
Premier location SOUTHPORT + ADDISON. Situated on a gorgeous block of greystones! BLAINE School District! Gorgeous Greystone 3 flat exterior converted to a large single family home (5000 sq ft) on a 30 ft wide lot. 4 bedrooms and 4 1/2 bathrooms. Large rooms, flooded with light! Multiple offices, hang out rooms, rec room, laundry room, etc- flexible floorplan! Large primary suite takes up 1/2 of the 3rd level with 2 walk in closets, large beautiful primary bathroom, sunroom and walk-out outdoor space- flooded with light! High end "de Giulio" kitchen with high end appliances, 2 ovens and refrigerated drawers! Three fireplaces- one on each upper floor! Lots of outdoor spaces on every level! Beautiful landscaped yard. Deck off Kitchen. Amazing huge deck off of the 2nd floor! Outdoor space off of the 3rd floor primary suite. Two car masonry garage. Short stroll to Red Line or Brown Line. Short walk to all the stores and restaurants at the EPICENTER of the SOUTHPORT CORRIDOR. There is a Sacred Heart School Bus stop on Southport and it is a short stroll to Bernard Zell School. Two block walk to BLAINE SCHOOL! Move in condition. An amazing deal for one lucky buyer!

3625 N Magnolia Avenue, Chicago
$1,500,000
9 Beds ⋅ 6 Baths ⋅ 12188936 MLS ⋅ CLOSED Status
Stunning Rehabbed Greystone 3-flat + tall basement on a quiet 1-way street steps from Wrigley Field & Halsted! Great investment or perfect for a live-in owner. Exceptional income and 2 of the 3 units have been tastefully rehabbed including 2 newer kitchens with modern, flat-panel & shaker-style cabinets, granite countertops & stainless-steel appliances, and newer baths. ALL 3 UNITS HAVE 3 BEDROOMS, IN-UNIT LAUNDRY, GFA w/ CENTRAL-AIR CONDITIONING & 2 BATHROOMS, Large formal living room & dining rooms with Hardwood Floors throughout. All New Windows in 2011, newer Mechanicals (newer plumbing supply, some new electric, etc) & more! VERY Tall Basement and GENEROUS RM-5 ZONING (FAR = FLOOR AREA RATION OF 2.0) will allow for further income by expanding up (for a large duplex-up apartment) and/or down into the tall basement for a 4th, legal apartment OR combine with the first-floor unit to create a very large duplex-down unit! A unique side & back alley allows for 4 full exterior parking spots (with room to expand for a 5th parking spot) all 4 are currently rented through Spot-Hero with an outstanding annual income of $23K! (each spot averages $479 per month per spot). Excellent location with a short walk to Wrigley Field and steps from all the Wrigleyville & Lakeview amenities on Halsted & Clark including great area restaurants, coffeehouses, shopping, nightlife, parks, lakefront, EL stop, schools & more! - Top Floor/UNIT #3; 3-bed/1.5-bath (can easily add a shower for 2nd full bath) - lease exp 7/31/25 @ $2,990 per month...UNIT #2; 2-bed/2-bath and was just rented @ $3,200 per month ...UNIT #1; 3-bed/2-bath (lease exp 7/31/25 @ $2,670 per month). 4 gas meters and 4 electric panels. ***EXCELLENT TOTAL ANNUAL INCOME of $129,320 minus - $31,354 in total expenses = $97,966 (NOI) TOTAL ANNUAL NET OPERATING INCOME for a Solid 6.1% CAP rate.***Also, investing an additional $120K in creating a legal 4th garden unit which is allowed under the current R5 zoning (existing ceiling height is very tall @ 7'-8") & 5th parking spot brings the CAP rate up to 8%!!

814 W Newport Avenue, Chicago
$471,000
2 Beds ⋅ 2 Baths ⋅ 12120545 MLS ⋅ CLOSED Status
Welcome home to Clarendon Castle! This JUMBO (1650 sqft ) 2-bedroom, 2-bath condo in a grand Greystone three-unit building offers an abundance of vintage charm and modern amenities. Plus, enjoy the convenience of covered tandem parking for three cars!! This high first-floor unit features stunning vintage details throughout, including hardwood floors, built-in buffet, cabinets, and intricate moldings + 12' ceilings! Enter through a large foyer with leaded glass doors into a double parlor with a wood-burning fireplace, perfect for cozy evenings. The separate dining room leads to a large kitchen equipped with stainless steel appliances along with an adjoining sunroom perfect for the remote worker! The expansive primary bedroom includes a dressing area and a private bath. Central heat and A/C ensure comfort year-round. Free laundry facilities just a few steps down in the basement. There is also a spacious (shared) outdoor area just waiting for you to entertain! Wonderful location in the desirable East Lakeview area, this home offers both style and convenience. Well run association with a surplus of reserves. HOA replaced the roof in 2020, pipe riser in 2000, as well as updated the building electrical.

3931 N Clarendon Avenue Unit #1, Chicago
$525,000
3 Beds ⋅ 1 Baths ⋅ 12140141 MLS ⋅ CLOSED Status
Classic Chicago Greystone 3 flat condo with renovated kitchen and bathroom (2021) offers a perfect blend of vintage charm with modern finishes! Kitchen boasts 42" cabinets with soft close doors, slide in range, moveable island, and maple hardwood floors. Classic subway tile backsplash complements granite countertops with undermount sink. Large bathroom completely renovated with new soaking tub, granite top vanity with plenty of storage, and new hexagonal floor tile and subway wall tile that honor the original design. Built in open shelves provide additional storage. Large, sunny, south facing living room with bay window overlooks tree-lined, residential Cornelia. Large separate dining room with beautiful original built-in hutch intact. All bedrooms get great light-one faces south and the others have an open view to the west. Separate den/office overlooks the shared backyard patio, which is the perfect place for outdoor enjoyment. Solid brick garage contains the dedicated parking space included in the price! Owner has roof rights to 1/2 of the 3 car garage and option to build a private deck. Modern touches include a smart thermostat, Wi-Fi enabled garage door opener, high energy efficiency furnace with variable speeds, and high efficiency in-unit washer dryer. Building roof was replaced in 2018, tuckpointing project in 2019, and interior common areas painted in 2021. No anticipated special assessments. Ideal location around the corner from Southport shops, restaurants, and Brown-line.

1342 W Cornelia Avenue Unit #2, Chicago
$482,000
2 Beds ⋅ 2 Baths ⋅ 12136371 MLS ⋅ CLOSED Status
Step into the charm and elegance of this stunning 2 bed/2bath home nestled within a timeless Greystone. This residence effortlessly combines classic character with modern convenience, offering a generously sized floor plan perfect for both relaxed living and entertaining. The spacious living room welcomes you with its captivating bay window, offering plenty of natural light across the room. Adjacent, the separate dining room flows seamlessly into an eat-in kitchen. Designed with a thoughtful layout, this condo showcases new hardwood flooring and has been freshly painted throughout. Practical amenities include an in-unit washer and dryer, HVAC replaced in 2022, abundant storage, and a sprawling deck just off the kitchen. This outdoor oasis overlooks a beautifully maintained common backyard area. Situated in the desirable East Lakeview neighborhood, you're just a short stroll from the lake, the Red Line, an array of dining options, Whole Foods, and more.

843 W Grace Street Unit #2E, Chicago
$1,400,000
8 Beds ⋅ 4 Baths ⋅ 12125084 MLS ⋅ CLOSED Status
Stunning three-flat located in the heart of Wrigleyville neighborhood, sitting on an extra-wide lot. Nestled on a quiet, tree-lined street, this early century greystone has been updated, offering a seamless turnkey investment opportunity. Unit 1 features a spacious 4-bedroom, 2-bathroom layout spread across two levels, while Units 2 and 3 offer comfortable 2-bedroom, 1-bathroom accommodations. All units have high, 10ft ceilings, each featuring a bright and airy living room with a wood-burning fireplace, separate dining room, and large bedrooms sizes due to the extra-wide lot. Each unit has its own back deck and a larger, communal deck, providing ample outdoor living and entertainment possibilities. Whether you aspire to reside in one of the units while tenants contribute to your mortgage or expand your investment portfolio with 1045 W Dakin, this property consistently maintains full occupancy and promises a reliable source of income for the years ahead.

1045 W Dakin Street, Chicago
$427,000
2 Beds ⋅ 1 Baths ⋅ 12119590 MLS ⋅ CLOSED Status
Tastefully renovated top floor 2BR/1BA condo in a classic walkup 3 unit Greystone located in an ideal Lakeview location! This beautiful, bright home has an extremely versatile floor plan with an oversized living room, separate dining area with bay window, and a 3rd bedroom that has been converted to an open den/study area with custom built-in library cabinetry. Other features include in-unit washer/dryer, gas forced heat and central a/c, new oversized windows, 10 ft ceilings, crown molding, custom woodwork, solid pine doors and hardwood floors throughout. Renovated bath with furniture style cabinetry, carrera marble vanity, porcelain shower surround and jacuzzi soaking tub. Large eat-in kitchen with granite countertops and maple cabinets, which is situated next to large, private deck - perfect for al fresco entertaining! In addition to deck, there is an oversized patio and grass yard space that makes this unit an outdoor lover's paradise! Large, private storage room plus community storage for bikes, etc. Two (Yes TWO!) tandem parking spaces included. Common hallway has new carpeting and paint. Also, provides a spacious landing area outside the unit for extra storage. This top floor unit also has roof rights! Building has low assessments and strong reserves. Can't beat the location. Close to public transportation, restaurants, retail shopping and the lake.

3054 N Sheffield Avenue Unit #3, Chicago
$1,570,000
3 Beds ⋅ 4 Baths ⋅ 12029828 MLS ⋅ CLOSED Status
Stunning Greystone 2 flat converted into a single-family home in Southport corridor & Blaine School District. Sitting on a wide lot this restoration features 4 bedrooms with 3 1/2 bathrooms. Formal entrance with coat closet greets you. Step into the dedicated front dining room with pass through to kitchen and beautiful bay windows. Center kitchen offers fantastic storage and functionality with high end appliances. East facing windows bring morning light into your spacious rear family room - a great place to entertain or just hang out. Step up to the 2nd floor offering 2 spacious guest bedrooms with large closets. Guest bath features soaking tub, vanity and glass enclosed shower. The master suite is gorgeous offering two professionally organized walk-in closet. Master bath with dual vanity, soaking tub, and glass enclosed shower. Bedroom has space for king bed and furniture - private balcony off this bedroom. Laundry & Linen closet on level 2. Lower level has a recreation room full bath and bedroom #4. Rear deck and professionally landscaper yard with astro turf. Brick 3 car garage and custom designed garage roof deck with built in kitchen and planters make this an urban oasis. Home was completely gutted in 2009. Tons of storage throughout the property with a fantastic floorplan. Home is wired for sound and offers a custom walk-in wine cellar.

3747 N Wayne Avenue, Chicago
$1,202,500
9 Beds ⋅ 4 Baths ⋅ 12029922 MLS ⋅ CLOSED Status
Rare find! Majestic 3-story Greystone, exudes all the charm of the Victorian era, nestled in the heart of Chicago's vibrant South Lakeview neighborhood. This cherished property, making its debut on the market after a 37-year tenure, boasts meticulously maintained units, offering a blend of modern updates and historic charm, located near the intersection of Racine, Diversey and Lincoln. Originally built in 1895 the property has much of the vintage charm preserved, including wood trim, art fireplaces, leaded glass and built-ins, and features three distinct units, all sun filled and spacious featuring formal living rooms, large dining rooms, huge eat-in-kitchens with pantries and enclosed rear porches. The owner's duplex unit boasts three bedrooms plus an office, a family room, two bathrooms, has separate utilities and was renovated with architect/permits in the 90s. The 2nd and 3rd floor units each 3 BR + Office 1 Bath and heat is provided by owner. Dishwashers in the 1st and 2nd floor units. The 2nd floor also has in-unit laundry. The fully fenced backyard oasis is professionally landscaped with many trees, shrubs and perennials, as well as a paved walkway and concrete patio adjacent to the charming 2-car brick garage. Tenants are family and close friends, on month to month. Rental potential with minimal updates are projected to be in the $90,000 range per year. Tenants and owners alike will enjoy unparalleled access to an array of renowned restaurants, bars, and entertainment venues, this property epitomizes the allure of city living. Don't miss this extraordinary chance to own a piece of Lakeview history while embracing a lucrative investment opportunity.

Chicago
$677,000
3 Beds ⋅ 2 Baths ⋅ 12027180 MLS ⋅ CLOSED Status
Wonderful renovated 3-bedroom/2-bath condo in elegant greystone offers so much. A chef's kitchen opens to the dining room and living room centered on a fireplace flanked by built-ins and a bar. A charming front terrace off the living room overlooks the tree-lined street. Amazing primary suite with spa bath with separate shower, tub, and double bowl vanity. Great rear deck. Intricate detailing abounds: bay windows, tall tray ceilings, wainscoting, hardwood floors, molding - the list goes on and on. Separate laundry room and storage downstairs. Designated garage space included. Wow!!

3816 N Fremont Street Unit #2, Chicago
$1,349,000
8 Beds ⋅ 6 Baths ⋅ 12018044 MLS ⋅ CLOSED Status
Classic Chicago Greystone 3 unit building on oversized lot in prime Southport corridor location. 30x125 lot allows for large, functional bedrooms and wider living spaces. Fully occupied. Unit 1 is a 3 bed 2 bath with a current rent of $3150. Unit 2 is a 3 bed 2 bath with current rent of $3275. Garden unit is a 2 bed 2 bath with current rent of $2200. Two car garage in rear. All 3 units have in unit washer/dryer, central heat and AC, Hardwood floors, quartz countertops, stainless steel appliances and custom cabinetry. Top floor unit has built in wet bar. Great location steps to CTA Brown line, shops, restaurants, Wrigley Field, etc. Turnkey condition. Easy to rent - current seller has never had vacancy.

1253 W Newport Avenue, Chicago
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