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$699,000
8 Beds ⋅ 6 Baths ⋅ 12756234 MLS ⋅ NEW Status
Fully renovated three-unit Greystone in North Lawndale! Excellent opportunity for owner occupant or house hacking/investment. Property offers new mechanical, electrical, and plumbing system, new roof, Modern kitchens with white shaker cabinets and quartz countertops, Updated bathrooms and Separate utilities for each unit. First floor offers 2 bedrooms and 2 bathrooms and second and third floor has 3 bedrooms and 2 bathrooms. Basement is preapproved for an ADU, offering the potential to create a fourth unit or can be duplexed with the first floor for additional living space. Two car brick garage. Convenient access to public transportation, major roadways, neighborhood amenities, and downtown Chicago. Area experiencing continued investment and redevelopment, Strong rental income potential.

1505 S Spaulding Avenue, Chicago
$325,000
3 Beds ⋅ 3 Baths ⋅ 12756214 MLS ⋅ NEW Status
Stop the car!!! This elegant greystone is built to last and ready for you to move into, featuring hardwood floors 5 bedrooms and 2.5 baths for your family needs. Home also features a FULL inlaw space in the finished basement ready for a growing family. outside features a spacious deck great for entertaining plus a gazebo on the patio and a 2 car garage. Gas forced air heat and central air for those warm nights...Pool table stays, don't pass this one by. easy to show. All appliances listed stays !!!

514 W 66Th Street, Chicago
$460,000
7 Beds ⋅ 3 Baths ⋅ 12756203 MLS ⋅ NEW Status
Beautifully maintained Greystone multi-unit property offering 7 bedrooms, 3 bathrooms, and 2 kitchens. This spacious building features a 2-car garage and a roof that was replaced just 2 years ago. A great opportunity for investors or owner-occupants seeking a well-cared-for property with plenty of space and timeless character.

2114 S Trumbull Avenue, Chicago
$749,900
4 Beds ⋅ 4 Baths ⋅ 12755067 MLS ⋅ NEW Status
Welcome to this stately Greystone row house in Chicago's architecturally rich and historic Hyde Park-Kenwood District. Offering an impressive 3,378 sq/ft across three stories, this timeless 4 bed, 3.1 bath residence presents a rare opportunity for inspired design or adaptive reuse. Many original architectural details remain including coffered ceilings, custom windows and millwork and original hardwood flooring, all reflecting the home's classic craftmanship. A full basement provides excellent potential for additional finished living space. Ideally located within walking distance to shopping and restaurants, parks, Kenwood Academy, the Metra, the University of Chicago and the lakefront, this property combines historic charm with everyday convenience. Formerly operated as an early learning center, the building is equipped with commercial grade fire protection, opening the door to alternative uses such as a day care, group home, or sober living house (buyer to verify permitted uses). A truly unique offering in one of Chicago's most distinguished neighborhoods. This property may be eligible for up to $25,000 in forgivable down payment assistance. Please check under the additional info tab for details on Wintrust's current DPA program specific to Cook County.

5114 S Dorchester Avenue, Chicago
$399,998
3 Beds ⋅ 2 Baths ⋅ 12729152 MLS ⋅ NEW Status
Classic greystone character, generous room sizes, and thoughtful renovations come together in this approximately 1,800-square-foot, 3-bedroom, 2-bath second-floor condo. Hardwood floors flow through the main living areas, including a bright living room with bay windows, recessed lighting, and a fireplace, as well as a separate dining area framed by graceful arched openings. Renovated within the past five years, the kitchen features abundant white shaker cabinetry, marble-look quartz countertops, an oversized waterfall island with seating, a farmhouse sink, subway tile backsplash, stainless steel appliances, and a family-sized double-door refrigerator. The expansive primary suite offers plenty of room to unwind and connects to a beautifully renovated bath with marble-look porcelain tile, a freestanding tub, separate shower with rainfall showerhead and niche, and a double vanity with quartz countertops. A 200-square-foot rear deck extends the living space outdoors. In-unit laundry, central HVAC, and included exterior parking complete the home, all conveniently located near the University of Chicago and Metra transportation.

4512 S Greenwood Avenue Unit #3, Chicago
$499,900
7 Beds ⋅ 3 Baths ⋅ 12753194 MLS ⋅ NEW Status
LOCATION. NEIGHBORS. POTENTIAL. IT ALL MATTERS! Rare Chicago Greystone on a quiet block with working neighbors, featuring a unique side DRIVEWAY, garage, fenced yard, central A/C, and a finished basement with in-law arrangement and 2 separate exits. Rehabbed in 2020 with convenient first-floor in-unit laundry. Just steps from Ogden Ave and exciting new development coming soon, and only minutes from the West Loop and Downtown Chicago. Strong income potential with rents currently below market-THE MATH DOESN'T LIE! Have your agent run the numbers for you! This is a rare opportunity to own in a location with room for growth, strong rental potential, and incredible upside. Don't miss this one!

1944 S Springfield Avenue, Chicago
$2,150,000
12673900 MLS ⋅ NEW Status
Once in a Generation, The Crown Jewel of Oakland set on a botanical campus spanning 70 feet of frontage. If you seek the best, if you have exquisite taste, if you want a one of a kind with an elevator that opens directly into most apartments with grand terraces, you have arrived. Located in an exclusive community alongside million dollar homes & within 1/4 block of Mandrake Park, 5 minute walk to the lakefront at the very north end of Drexel Blvd, with its idyllic fountain & cul-de-sac is a magical whimsical storybook setting offering 5 Massive full-floor units ultra-luxurious 3-4 Bed/2-3 Bath residences set in a made for TV boutique, elegant, Gothic Greystone. Be inspired by the grand, formal lobby with inlaid stone floors, intricate woodwork, stunning modern art, a crystal cut chandelier & super "mod" LED wall sconces. The elevator opens directly into most residences' private foyer, which leads to a massive great room, with soaring ceilings & 7' tall window bays that capture phenomenal sun soaked south & west vistas up & down lush & forested Drexel Boulevard. Gorgeous plank hardwood floors, which contrast with sleek 7" crown & baseboard moldings, 8' tall solid core doors, polished chrome door handles & accessories, a custom designed & built fireplace with glass, stone & quartz mantel + gorgeous lighting with Decora switches & dimmers. Adjacent to the great room, cook, entertain & eat in a true & REAL gourmet kitchen with 1 1/4" thick quartz countertops, a massive work island with bar stool seating, state-of-the-art stainless appliances, a multi burner stove, tunnel exhaust hood, dishwasher, 36" refrigerator with ice & water dispensers, built-in microwave drawer & brilliant porcelain full height backsplashes. Other features include strategically placed cable & electric for flat screen televisions, Hi Efficiency HVAC, high tech LED lighting & many other features. Gracious jaw dropping primary bedroom suite with an infusion of natural light from tall south facing windows, enormous walk-in closet is ready to house a large wardrobe, with custom double hanging SS organizers some which include 20 lineal feet of hanging & 55 lineal feet of shelves. Resort Luxury spa bathroom with heated porcelain tile heated floors, steam shower, quartz bench, a custom designed floor to ceiling glass wall & door system, a rain shower, handheld shower & separate body washes, 6' air bath, a wall mounted floating double bowl vanity & two large mirrored medicine cabinets. Numerous oversized rear terraces offer respite to enjoy cocktails, read a book or have breakfast through dinner, private & spacious with sweeping downtown views. Full Laundry Center complete with full size washer & dryer, countertops & cabinetry cabinets. Enjoy fully curated exotic botanical gardens fully with specimen trees & bushes, many grafted, from around the world, including Japan, various countries in Eastern Europe, Canada & the USA ( all irrigated controlled by app) topped off with 9 car garage (2 of 9 Tandem). Fully stabilized with exceptional longer term tenants, this stunning, unique, trophy property offers a rare hybrid opportunity pairing investment with legacy. Full financials, floorplans, survey, and extensive pictures available. Actual Annual Income $213,045/NOI $141,525 / 6.5CAP Pre Approved buyers only. 48-72 hours' notice to show M-F (no weekend showings)

3967 S Drexel Boulevard, Chicago
$3,750,000
5 Beds ⋅ 5 Baths ⋅ 12750844 MLS ⋅ NEW Status
A rare and seamless blend of architectural history and sophisticated modern living. Situated on one of the neighborhood's most desirable blocks, this spectacular 5,500 square foot, 5-6 bedroom, 4.5 bathroom greystone has been meticulously renovated for a comfortable contemporary lifestyle while honoring its classic Gold Coast character. The handsome three-story stone exterior is capped by an ornate, original copper pediment and roof cresting - welcoming one to the home's many well-preserved historic details. Inside, the expansive front living room offers an inviting layout with space for multiple seating arrangements, a stately fireplace, and a bright and large view, framing mature trees and beautiful Gold Coast architecture. The dining room features the second of the home's three original fireplaces and easily accommodates large family gatherings and dinner parties. The leaded-glass pocket doors provide an elegant partition between the dining room and the home's kitchen. Bathed in morning light, the expansive chef's kitchen is a triumph of thoughtful design and high-end utility. A thick slab of deeply veined white marble tops the oversized central island, which features comfortable counter seating beneath pendant lighting. The culinary suite is anchored by a 48" Wolf range with dual ovens, a Sub-Zero refrigerator, a Bosch dishwasher, and a dedicated wine and beverage fridge. A large bay window, built-in banquette seating, and custom storage cleverly tucked under the rear staircase ensure this magnificent space is as functional as it is beautiful. Stepping out onto the rear terrace reveals a curated private escape. A custom pergola provides shade, while integrated infrared heaters extend the space's use into the cooler months. Designed for effortless entertaining, this exceptional outdoor sanctuary features dedicated areas for grilling and alfresco dining, alongside a full outdoor living room where a fire table provides an inviting focal point for evening gatherings. Back inside, the grand main staircase provides a masterclass in late 19th-century craftsmanship. Rich hardwood handrails and treads contrast with the crisp white wainscoting and expertly carved newel posts. Cleverly concealing a discreet main-floor powder room, the staircase rises past a stunning original stained-glass window to the home's upper levels. Occupying the entire front portion of the home's second level, the primary suite has a deep-set picture window with leafy street views and two closets. The ensuite primary bathroom features beautiful tilework, an oversized, spa-quality shower, separate soaking tub, and double sinks. A second ensuite bedroom with a balcony and a multi-use family room are also located on this level. The home's third floor thoughtfully accommodates three additional, generously sized bedrooms. The front bedroom with cathedral ceilings and a library wall is accessed by a pass-through 14x10ft bonus room, which can be easily tailored to your lifestyle and needs. Completing this level, the two remaining bedrooms share a classic Jack-and-Jill bathroom. The lower level is home to a large family room, a temperature-controlled glass wine room, a dedicated home gym (bedroom six) with modern bath and shower, and a rear mudroom with laundry. A two-car tandem garage completes the home. 1437 N. Dearborn is a truly exceptional and inviting home not often found in the neighborhood. This is a rare opportunity; located two blocks from Lake Michigan and Lincoln Park, in close proximity to beaches, top-rated schools, seasonal farmers' markets, world-class shopping, and fine dining.

1437 N Dearborn Street, Chicago
$365,000
6 Beds ⋅ 2 Baths ⋅ 12753109 MLS ⋅ NEW Status
Rarely Available Greystone 2-Flat! This Gem has the original wood work thru-out along with gorgeous hardwood flooring. The built-in on the first level adds character that blends with the remodeled upgrades perfectly. All units feature remodeled kitchen and baths with stainless steel appliances, dishwasher and granite countertops with ceramic style modern flooring and new vinyl windows (2022)Newer roof with silver coating. Seperate heat in all units. First floor has 3 bedrooms and Second floor has 3 bedrooms. Partially finished basement with laundry and storage. Detached 2 Car Garage and conveniently located near transportation and the Obama Presidential Library.

6525 S Vernon Avenue, Chicago
$1,199,000
5 Beds ⋅ 6 Baths ⋅ 12752105 MLS ⋅ ACTIVE Status
Welcome to this exceptional Greystone vintage 3-unit building offering 5 bedrooms, 5 full bathrooms, and 1 half bathroom, perfectly blending classic Chicago charm with modern comfort. Featuring beautiful landscaping, a fenced backyard, and thoughtfully designed living spaces, this remarkable property presents an outstanding opportunity for both homeowners and investors. A stunning hardwood staircase welcomes you through the main entrance, providing access to both the first- and second-floor units. Let's begin with the second-floor residence. As you enter, you're greeted by a bright and spacious living room, highlighted by a beautiful English skylight lantern above the foyer and oversized windows that fill the home with abundant natural light. Located just off the living room, the primary suite offers a private retreat with a separate sitting area, generous closet space, direct access to a private balcony, and large windows that create a warm and inviting atmosphere. On the opposite side of the living room, the second bedroom features a walk-in closet and ample living space. The unit includes two full bathrooms-one with a luxurious walk-in steam shower and the other with a relaxing soaking tub. Conveniently located between the bedrooms, the dedicated laundry room adds everyday comfort and functionality. Toward the rear of the home, the open-concept family room and kitchen create the perfect gathering space, centered around a cozy fireplace with both gas and wood-burning options. The kitchen is beautifully appointed with stainless steel appliances, a large center island with breakfast bar seating, pantry storage, and expansive windows that surround the space with exceptional natural light. The first-floor unit mirrors the upper-level layout, offering incredible flexibility for multi-generational living or rental income. It features its own fully equipped kitchen, two full bathrooms, a dedicated laundry room, and an added layer of security with alarm sensors installed on every window. From the rear staircase, you'll find access to the basement studio unit. Before entering the studio, you'll pass a spacious recreation room, utility area, and a separate laundry room dedicated exclusively to the lower-level residence. Inside the studio, you'll find a thoughtfully designed living space featuring a full kitchen with stainless steel appliances, a microwave, air fryer, and range hood. The studio also includes one full bathroom, one half bathroom, and generous closet space, creating a comfortable and functional living arrangement that's perfect for guests, extended family, or rental income. The rear staircase also provides convenient access to the rooftop, the first-floor unit, and the second-floor residence, making movement throughout the building both practical and efficient. Designed with long-term comfort and peace of mind, the property is equipped with multiple tankless water heaters, multiple zoned furnaces, multiple sump pumps, and a comprehensive security system, showcasing the exceptional care and quality invested throughout the home. Step outside to enjoy the beautifully landscaped, fenced backyard featuring a brick paver patio, mature landscaping, and multiple outdoor seating areas-an ideal setting for entertaining family and friends or simply relaxing outdoors. Conveniently located near public transportation, bus routes, restaurants, grocery stores, shopping, and everyday conveniences, this exceptional Greystone offers the perfect combination of timeless Chicago architecture, modern functionality, and outstanding investment potential. Don't miss this rare opportunity to own a versatile, meticulously maintained multi-unit property that seamlessly blends historic character, modern upgrades, and exceptional income potential-all in one of Chicago's most desirable neighborhoods.

4448 N Tripp Avenue, Chicago
$895,000
3 Beds ⋅ 4 Baths ⋅ 12742136 MLS ⋅ ACTIVE Status
Set on historic Washington Park Court in the heart of Bronzeville, 4917 S Washington Park Ct is a commanding 4-bedroom, 3.5-bath Greystone within the Washington Park Court Landmark District. The home has been fully updated and thoughtfully redesigned, preserving the character and presence of the original Greystone while creating a comfortable modern interior. Original hardwood floors remain on the top level, complemented by a beautifully designed luxury primary bath, an oversized working pantry, and generous living spaces throughout. Outside, a rooftop deck above the garage provides additional space for entertaining and relaxing. With its substantial Greystone facade, historic surroundings, and beautiful updates, 4917 Washington Park Ct offers the rare combination of landmark Chicago architecture in a modern home.

4917 S Washington Park Court, Chicago
$350,000
5 Beds ⋅ 2 Baths ⋅ 12749441 MLS ⋅ ACTIVE Status
Greystone architecture and original details give this early 1900s two-flat a character that's distinctly Chicago. Projecting bays, tall windows, hardwood floors and original millwork bring warmth and architectural interest throughout two well laid out residences. The first-floor unit offers 2 bedrooms and 1 bath with separate living and dining rooms, an updated kitchen with granite countertops and stainless steel appliances, in-unit laundry hookup, and a primary bedroom with walk-in closet. Upstairs, the 3-bedroom, 1-bath residence features an expansive living and dining space, updated kitchen and bath, hardwood floors, and in-unit laundry hookup. A full unfinished basement offers additional storage and utility, while generous outdoor space and parking for up to four vehicles are valuable additions. With two distinct residences, the property lends itself equally well to owner-occupancy or a fully income-producing investment. Located near Garfield Park, just east of the Conservatory, with convenient access to public transportation and downtown, this is an opportunity to own an architecturally rich piece of Chicago in a prime location. This property can be purchased as a package with nearby buildings 5315 W Monroe (MLS#12748904); 3344 W Fulton (MLS#12748759) or purchased separately. MULTIPLE OFFERS RECEIVED - Highest & best Due by Tuesday 9/8 at 2PM

4319 W Jackson Boulevard, Chicago
$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
$1,198,988
8 Beds ⋅ 4 Baths ⋅ 12749117 MLS ⋅ ACTIVE Status
This beautiful, rare, and meticulously maintained vintage greystone is a fantastic, solid investment opportunity and an investor's dream! An ideal turnkey operation, it features two 3BR rentals plus a fully-furnished, top-rated, 2BR Airbnb, allowing several options for the buyer: enjoy income from the popular Airbnb and the fully-rented units; reside in a unit (or two) and reduce your mortgage payments through value-added rentals; or transform the entire building into your single family dream home! This spacious and sun-drenched beauty retains its vintage charm with 10' ceilings, hardwood floors, huge double hung windows, built-ins, and some original moldings. The main level 3BR, 1 bath features a wood burning fireplace with built-in mantel and bookshelves, full kitchen, in-unit W/D hookup, and window blinds. The second level 3BR, 1.5 bath was fully rehabbed in late 2019 with all new kitchen and baths, refinished floors, new in-unit W/D, built-out closets, new light fixtures, new wood blinds, new HVAC. The open plan, inviting 2BR, 1 bath, garden-level Airbnb (since July, 2018) with private entrance is fully furnished and has all the extra amenities guests expect, making it a top-rated (4.9/5) destination with Superhost designation. First and second level units open onto private decks with newly-rebuilt and sealed back stairs, including easy access to the roof via pull-down stairs on the second level deck, plus 15' x 8' secured storage area under the stairs. The Airbnb opens out the private back door to a storage area featuring full-size washer and dryer, then into the huge, secure and private backyard. Enjoy a green, urban oasis with mature landscaping, two large patios, and path leading to the masonry 2.5 car garage with extra storage space above (or retain the current garage renter for the extra income). The new roof (7/2019) is fitted with 9.0 kW Roof Mount Solar PV Array solar panels, offsetting utility costs. The location is the icing on the cake! Just steps from the University of Chicago law school and the Renee Grossman Residential Commons, and a stone's throw from the Green Line and Jewel-Osco, this property offers community, connectivity, and convenience. Only 3/4 mile from Jackson Park, the transformative Obama Presidential Center, and the vibrant lakefront, this location offers investment stability and exciting growth potential. Schedule your private showing now!

6109 S Greenwood Avenue, Chicago
$335,000
8 Beds ⋅ 2 Baths ⋅ 12742625 MLS ⋅ ACTIVE Status
Exceptional investment or house-hacking opportunity situated on a picturesque, tree-lined residential street in Chicago. This striking, legal two-unit brick Greystone offers two expansive residences, each featuring four bedrooms and one full bathroom, providing the space and flexibility. Each unit boasts a well-appointed kitchen with granite countertops and abundant cabinet storage, along with a full bathroom featuring a bathtub and exhaust fan for added comfort and convenience. Unit 2 has been beautifully refreshed with new flooring throughout, fresh paint, modern LED lighting, and brand-new stainless steel appliances, making it completely move-in ready. A full unfinished basement presents exciting value-add potential for a future duplex-down or possible third unit. Convenient access to public transportation and the expressway makes commuting throughout the city easy, while the nearby 71th Street and 75th Street commercial corridors offer a variety of shopping, dining, and everyday conveniences. Whether you are expanding your investment portfolio or looking to live in one unit while generating rental income from the other, this impressive Greystone offers outstanding space, versatility, and long-term potential.

6947 S Wabash Avenue, Chicago
$825,000
2 Beds ⋅ 2 Baths ⋅ 12731612 MLS ⋅ ACTIVE Status
Vintage lovers rejoice! Incredible opportunity to live in a 1894 Greystone on tree lined Dearborn with ultra-low assessments ($250!) including outdoor parking. This lovely 2 bedroom/2 bath home with woodburning fireplace, 10" ceilings, wood flooring and lovely library/den/guest rm, has been recently updated including a new huge, bright, eat-in kitchen any cook would envy with a long wall of windows. Stylish primary bedroom will easily accommodate a king-sized bed, sitting area, plus 2 roomy closets. Ensuite luxury bath is simply gorgeous. 2nd bedroom currently features built in bunk beds and bespoke floor to ceiling storage cabinetry. Your spacious living and dining room will easily accommodate various seating arrangements as you enjoy the beautiful tree top views of Dearborn. Please note this is a 3rd floor walk-up but it's worth the climb! Parking is not covered. Seller has replaced 8 of the 10 windows within last 2.5 years. HVAC replaced within last 8 yrs. Extra storage outside of unit.

1329 N Dearborn Street Unit #3, Chicago
$849,500
12744974 MLS ⋅ CONTINGENT Status
Pride of ownership! Immaculately constructed and fully rebuilt in 2017, this stunning 6-unit multi-family Greystone offers exceptional modern living and investment potential. Two of the six units are spacious duplexes located on the first floor of a deep lot, and all units are finished to a condo-grade standard. Extensive renovations completed in 2017 include a new roof, energy-efficient windows, professional tuckpointing, updated concrete work, new HVAC systems, plumbing, electrical, and beautiful hardwood flooring throughout. Each unit features custom-designed kitchens and bathrooms, a wood-framed back deck with durable steel screen doors, and soundproofing between floors for enhanced privacy. The lower levels boast elegant ceramic tile flooring, and every unit has its own utilities conveniently located on the same floor. All units are currently rented, offering immediate income for investors. This property boasts an extraordinary High cap rate-an exceptional return that is rarely seen in today's market. There is significant upside potential as current rents are well below market value, with at least $200 per unit of additional rental income easily achievable. For more information or to schedule a viewing, please call today.

1448 S Hamlin Avenue, Chicago
$825,000
3 Beds ⋅ 3 Baths ⋅ 12745319 MLS ⋅ ACTIVE Status
Beautiful duplex down, three bedroom condo in a historic East Lakeview Greystone. This spacious 2,300 square foot home offers three bedrooms and three full baths. The home's large front living room features a bright south facing bay window, wood burning fireplace, and an original hand carved colonnade that is sure to spark conversation. The central dining room complements the modern kitchen, which features a stainless steel appliance package and a large granite island with barstool seating for two. The generously sized primary suite includes an ensuite double vanity bathroom and a deep walk-in closet. Also on this level are a laundry room with a full-sized washer and dryer, and bedroom two which has direct access to the full guest bathroom. Downstairs, an expansive lower-level family room features a second fireplace (gas) and handsome built-in cabinetry. A third bedroom, a storage area, and a full third bathroom complete the lower level. Outside, a quiet front patio provides a seasonal escape. One oversized exterior parking space is included. An extremely walkable location, this home is within steps of public transportation, grocery stores and the best dining and shopping Lakeview has to offer. Nettelhorst Elementary.

734 W Briar Place Unit #1, Chicago
$589,900
10 Beds ⋅ 4 Baths ⋅ 12742351 MLS ⋅ ACTIVE Status
Classic Gothic Greystone 3-flat nestled on a deep lot with a rear garage in sought-after Washington Park. Each spacious unit offers approximately 1,500 square feet of living space. The building was reportedly gutted to the studs in 1996, with updates including oak floors, windows, electrical, plumbing, bathrooms, and kitchens. Separate electric, gas, and hot water provide added convenience for each unit. The full basement is unfinished and offers future potential. The main-level unit is available for owner occupancy. Ideally located on the LFA line and within walking distance of the train, with easy access to the University of Chicago, Chicago campus hospitals, Hyde Park, and the Obama Presidential Center. Easy to show. Pre-approved buyers only. This opportunity won't last!

Chicago
$1,295,000
10 Beds ⋅ 4 Baths ⋅ 12741174 MLS ⋅ ACTIVE Status
Excellent investment opportunity in the heart of Andersonville! This handsome three-unit greystone offers an impressive 10-bedroom, 4-bathroom configuration with spacious apartments with individual HVAC systems and strong rental income. Unit 1 is a generous duplex-down featuring four bedrooms, two full baths, and a separate family room, while Units 2 and 3 each offer three bedrooms and one bath. Additional highlights include private rear decks, common laundry, and a two-car garage. Ideally located near the restaurants, shops, cafes, and neighborhood amenities along Clark Street, with convenient access to public transportation and the lakefront. A substantial, income-producing property in one of Chicago's most desirable neighborhoods-schedule your showing today!

1319 W Foster Avenue, Chicago
$400,000
12 Beds ⋅ 3 Baths ⋅ 12742498 MLS ⋅ ACTIVE Status
Turnkey investor opportunity! This oversized, fully brick two-unit Greystone is a true turn-key multi-family cash cow, boasting 12 bedrooms across three levels. Perfect for a buy-and-hold investor seeking maximum rental yields or a house-hack scenario where tenant rents cover the mortgage. Unit 1: Expansive layout featuring 4 spacious bedrooms, 1 full bath, formal living and dining rooms, and pristine hardwood floors throughout. Unit 2: Massive top-floor layout with 5 bedrooms, 1 full bath, separate living and dining spaces, and optimized square footage for high rental income. Additionally, there is a finished basement featuring 3 bedrooms, 1 full bath, modern recessed lighting, high ceilings, thorough insulation, full code-compliant plumbing/electrical, and 2 egress exits. New tear-off roof (2020); furnaces and hot water heaters (2016); updated plumbing & electrical (2016); and a fully secure perimeter with a steel fence (2016). Fully cemented rear pad providing low-maintenance, secure off-street parking for 3 to 4 vehicles.

4312 W Adams Street, Chicago
$430,000
5 Beds ⋅ 3 Baths ⋅ 12742024 MLS ⋅ ACTIVE Status
Completely renovated and move-in ready, this stunning Greystone 2-flat offers an exceptional opportunity for both investors and owner-occupants! Beautifully updated throughout, this turnkey property features one tenant-occupied unit, providing immediate rental income, while the other unit offers flexibility for an owner-occupant or additional rental income. The spacious first-floor unit is a duplex-down featuring 3 bedrooms and 2 full bathrooms, offering generous living space and a functional layout ideal for larger households. The second-floor unit features 2 bedrooms and 1 bathroom with abundant natural light and modern finishes. Both units have been recently rehabbed, providing a fresh, contemporary feel throughout. Additional highlights include laundry hookups in the basement, a large concrete parking pad in the rear, and ample off-street parking for added convenience. Ideally located near schools, parks, public transportation, shopping, and major expressways, this property is an excellent opportunity to generate rental income, owner-occupy, or expand your investment portfolio with a turnkey multi-unit building. Schedule your private showing today!

4024 W Arthington Street, 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
$350,000
5 Beds ⋅ 2 Baths ⋅ 12738750 MLS ⋅ ACTIVE Status
Welcome to 1431 S. Christiana Avenue, a classic Chicago Greystone two-flat that offers an exceptional turn-key opportunity for savvy investors or owner-occupants looking for live-in rental income with strong upside. Beautifully presented with timeless stone masonry and a secure fenced perimeter, this property features bright, versatile living spaces highlighted by beautiful hardwood floors, light neutral tones, and classic arched pass-throughs. The main residential layout offers expansive, light-filled living rooms and dedicated dining areas, seamless eat-in kitchens equipped with extensive cabinet storage and gas ranges, functional full baths, and comfortable bedrooms alongside flexible bonus rooms ideal for home offices. Beyond the upper living quarters, the home presents incredible equity potential with a massive unfinished basement ready for duplexing down or future expansion, plus a low-maintenance back yard complete with a private concrete parking pad and easy access to local transit and Downtown Chicago.

1431 S Christiana Avenue, 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
$799,000
9 Beds ⋅ 6 Baths ⋅ 12738119 MLS ⋅ PENDING Status
Bronzeville Exceptionally Striking, Classic Iconic Chicago, 3 unit 3 Story 1890's Greystone set on oversized lot size 25 by 161 with 2 car garage. Mammoth Floorplan, Multiple Bays, Expansive footprints , offer (3) 3 bedroom 2 baths, separate GFA/CA, washer dryer in units, hardwood floors, high ceilings, fireplaces, significant mill work and built ins, full basements with opportunity for further expansion. Hyper Convenient 1/4 block to green line, minutes to Lakefront, Kenwood/Hyde Park, U of C Campus and much more. Perfect for owner occupant, investor or 1031 Candidate. Fully Stabilized with meat on the bone. Income $78,900/GRM Can also purchased as package with 4734

4736 S Prairie Avenue, Chicago
$1,275,000
8 Beds ⋅ 3 Baths ⋅ 12737803 MLS ⋅ CONTINGENT Status
Set on one of Roscoe Village's beautiful tree-lined streets, this extraordinary and rarely available greystone is anything but typical. With a distinctive layout, oversized lot, detached greystone garage, finished studio space, and an abundance of original architectural character, this property offers a level of flexibility that is incredibly hard to find. Located in the highly sought-after Audubon School District, it is an exceptional opportunity for a single family home, owner-occupant investor, or multi-generational household. Owned and lovingly maintained by the same owner for more than 20 years, the main residence encompasses the first and second floors. Each floor features 3 bedrooms, 1 bathroom, a formal living room, formal dining room, and a beautiful custom wood-burning fireplace. Original details throughout the home include rich oak millwork, hardwood flooring, stained-glass accents, oversized windows, and spacious rooms that showcase the scale and craftsmanship of a bygone era. The kitchen was thoughtfully renovated in 2016 and features custom cabinetry, stone countertops, stainless steel appliances, and a large center island that creates an inviting gathering space. The bathroom was updated in 2021, providing a fresh complement to the home's classic architectural details. The garden apartment adds another layer of flexibility and potential. Currently configured as a 2-bedroom, 1-bath residence, it includes a full kitchen, comfortable living space, and excellent storage. The apartment was previously used as a 3-bedroom layout, offering additional possibilities for future use. One of the property's most unusual features is the detached greystone garage. Above the garage, a finished loft currently serves as a fitness studio and is already plumbed for a bathroom. Whether envisioned as a private office, art or creative studio, gym, workshop, guest space, or future finished living area, this bonus space provides tremendous potential. The property also includes a separate carport and an oversized yard with plenty of room for outdoor entertaining, gardening, recreation, or simply enjoying the space. The home's substantial construction is further highlighted by approximately 12-inch-thick limestone walls, reflecting the quality, permanence, and craftsmanship characteristic of Chicago's historic architecture. And the location is hard to beat! Just two blocks south of the popular Roscoe Street corridor, you'll be close to neighborhood restaurants, cafes, parks, boutique shopping, and everyday conveniences, while still enjoying the peaceful residential atmosphere of this sought-after pocket of Roscoe Village. Properties with this combination of architectural character, scale, outdoor space, additional living space, and flexibility rarely come to market. A truly special opportunity to own a distinctive piece of Roscoe Village with the potential to adapt to a variety of lifestyles and investment strategies.

3248 N Oakley Avenue, Chicago
$899,000
9 Beds ⋅ 6 Baths ⋅ 12736649 MLS ⋅ ACTIVE Status
Discover timeless Chicago architecture in this stately three-unit greystone located in the heart of Bronzeville. Showcasing the distinctive Romanesque style-one of Chicago's most recognized architectural traditions-this classic building blends historic character with modern convenience. Each spacious residence features 3 bedrooms, 2 full bathrooms, and a separate formal dining room offering generous living space ideal for both everyday living and entertaining. The thoughtfully designed interiors include hardwood floors, soaring ceilings, in-unit laundry, and abundant natural light. Spacious kitchens are appointed with granite countertops, ample cabinetry, and room for a breakfast table or casual dining. Each unit is separately metered and equipped with its own furnace and water heater, providing convenience, efficiency, and simplified property management. The first and second-floor units are occupied by long-term tenants, providing immediate, stable rental income. The third-floor unit is currently vacant, presenting an ideal opportunity for an owner-occupant to move right in while benefiting from rental income, or for an investor to lease the unit and maximize the property's income potential. Step outside to enjoy brand-new rear porches, providing each unit with a private outdoor deck. The property also features gated parking with one dedicated parking space for each unit, offering added convenience for residents. The full basement provides additional value with the potential to create an additional dwelling unit or expand the property's existing living space. Situated on a picturesque tree-lined street, this exceptional investment or owner-occupant opportunity is just minutes from public transportation, neighborhood parks and green spaces, and the vibrant dining, shopping, and cultural attractions of nearby Hyde Park and South Loop. Whether you're looking to expand your investment portfolio or own a piece of Chicago's architectural heritage, this exceptional Bronzeville greystone offers the perfect blend of historic character and modern amenities. Enjoy stable rental income or sell later as individual condos. An outstanding opportunity for both investors and owner-occupants.

4408 S Michigan Avenue, Chicago
$650,000
12736126 MLS ⋅ ACTIVE Status
Turnkey vintage Greystone with six spacious 2-bed/1-bath apartments - a rare income package for the investor who wants cash flow now with the ability for further upside later. Originally built in the early 1900s and previously taken down to the brick in a full gut rehab in 2014, this classic 3-story masonry building leaves little to be desired. Two apartments have been tastefully renovated with brand-new kitchens, baths, appliances, and other upgrades totaling roughly $50K in recent capital improvements. New tear-off roof approximately 7 years old, complete masonry overhaul approximately 9 years ago, and new water service. All units are separately metered for gas and electric to keep expenses lean. Desirable floor plans, all featuring in-unit laundry, individual mechanicals, and utilities. Stabilized income in its current condition could easily generate an extra $1k/mo. The fenced rear yard offers potential to add off-street parking and create a new revenue stream. Great access to the CTA Green Line, Metra, and Chicago bus with Garfield Park, Humboldt Park, and the historic boulevard system right around the corner. Bring your investors - this one checks the boxes.

736 N Spaulding Avenue, Chicago



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