Old Greenwich, CT Homes for Sale

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  /44

  $1,575,000

  $75K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,495 Sq Ft

  347 Delavan Ave, Greenwich, CT 06830

  Jakob Satir William Raveis Real Estate

  347 Delavan Ave, Greenwich, CT 06830
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  /38

  $2,499,999

  $600K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 3,302 Sq Ft

  51 Glen Rd, Greenwich, CT 06830

  Close to town from this rare in-town Greenwich gem -- a corner lot home on a quiet cul-de-sac, just steps from Greenwich Avenue's shops, restaurants, and cafés, the Greenwich Library, renowned private schools including Brunswick School and Greenwich Academy, and minutes to Metro-North Greenwich Station, with effortless access to parks, the waterfront, and all that downtown Greenwich offers. This

  Monica Webster Douglas Elliman of Connecticut

  51 Glen Rd, Greenwich, CT 06830
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  /40

  $10,995,000

  $1M PRICE DROP

  • 5 Beds
  • 5.5 Baths
  • 5,560 Sq Ft

  123 Saddle Rock Rd, Stamford, CT 06902

  Surrounded by the Long Island Sound on three sides, this extraordinary waterfront compound has defined the southern tip of Shippan Point for more than a century. Set on a private peninsula, it offers the rare privilege of watching the sun rise over the Sound and set back into the water with the Manhattan skyline shimmering in the distance. Designed by Hunt & Hunt Architects and completed in 1914

  Leslie McElwreath Sotheby's International Realty

  123 Saddle Rock Rd, Stamford, CT 06902
• 

  

  

  /16

  $799,000

  • 3 Beds
  • 2 Baths
  • 1,508 Sq Ft

  4 Putnam Hill Unit 3H, Greenwich, CT 06830

  Incredibly bright and spacious 3 bdrm corner apartment with fabulous western exposure is waiting for it's next creative owner. The layout works well for entertaining while offering a private primary suite location plus 2 additional bedrooms in a separate wing all with wonderful oversized closets and gleaming hardwood floors. The spacious entrance foyer with 2 large closets leads to the living

  Carol Clarke Gilbride Sotheby's International Realty

  4 Putnam Hill Unit 3H, Greenwich, CT 06830
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  /20

  $1,600,000

  • 6 Beds
  • 5 Baths
  • 2,550 Sq Ft

  61 Aberdeen St, Stamford, CT 06902

  This exceptional four-family house, located in a sought-after Stamford neighborhood, offers a unique blend of modern luxury and investment practicality. Situated just minutes from vibrant local shopping centers and easily accessible to major highways, it is a prime location for professionals and working families seeking both convenience and a suburban feel. The property is designed with a clear

  Scott Kadison Scott Kadison Real Estate

  61 Aberdeen St, Stamford, CT 06902
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  /4

  $2,525,000

  • 8 Beds
  • 3 Baths
  • 3,443 Sq Ft

  2646 Boston Post Rd, Darien, CT 06820

  Home with seasonal water views of Holly Pond. Present use: Boarding House. Sold "As Is".

  Angela Abate William Raveis Real Estate

  2646 Boston Post Rd, Darien, CT 06820
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  /17

  $869,500

  Open Sun 1PM - 3PM

  • 2 Beds
  • 3 Baths
  • 1,428 Sq Ft

  49 Harold St Unit 2, Cos Cob, CT 06807

  Thoughtfully constructed 2BR, 3BA condo offering 1,428 sf of low-maintenance living with 9' ceilings in the desirable Cos Cob neighborhood of Greenwich, CT. The well-appointed kitchen features stainless-steel appliances, stone countertops, breakfast bar and adjacent dining area. The inviting living room with gas fireplace opens to a balcony. Both bedrooms are en-suite; the Primary suite features

  Cheryl Makrinos Sotheby's International Realty

  49 Harold St Unit 2, Cos Cob, CT 06807
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  /42

  $4,195,000

  $230K PRICE DROP

  • 4 Beds
  • 6 Baths
  • 5,038 Sq Ft

  108 Perkins Rd, Greenwich, CT 06830

  Set on more than 2 beautifully landscaped acres in Mid-Country, 108 Perkins Road is a classic New England residence offering timeless appeal, exceptional indoor-outdoor living, and excellent versatility across three finished levels. A circular drive introduces the property, while mature landscaping and a fully fenced yard create a private oasis just 10 minutes from the heart of

  Kristen Forlini Compass Connecticut, LLC

  108 Perkins Rd, Greenwich, CT 06830
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  /24

  $3,495,000

  • 4 Beds
  • 2.5 Baths
  • 3,670 Sq Ft

  14 Highview Ave, Old Greenwich, CT 06870

  Rich with classic character this 1918 Colonial sits on one of the most coveted streets in Old Greenwich. With an expansive 3,670 square feet, this charm filled home pairs timeless architectural details. A quintessential wide wraparound front porch greets you, opening into a spacious entry hall that connects the formal living room with high ceilings and into the warm flexible layout., coffered

  Mark Pires Coldwell Banker Realty

  14 Highview Ave, Old Greenwich, CT 06870
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  /23

  $789,000

  • 3 Beds
  • 1.5 Baths
  • 1,904 Sq Ft

  70 Dannell Dr, Stamford, CT 06905

  Classic Raised Ranch in Desirable Pepper Ridge! This charming, well landscaped 3-bedroom raised ranch offers excellent curb appeal, a traditional floor plan, and plenty of opportunity to make it your own. The main level features three comfortable bedrooms, bright living spaces, an eat-in kitchen, and a dining room with sliders leading to the rear deck-an inviting spot for morning coffee, outdoor

  Michele Schroeder Marr Caruso Realty Group

  70 Dannell Dr, Stamford, CT 06905
• 

  

  /20

  $599,000

  Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 1,960 Sq Ft

  237 Strawberry Hill Ave Unit 37, Stamford, CT 06902

  Welcome to 237 Strawberry Hill Ave #37, a beautifully updated 3-bedroom, 2.5-bath townhouse in sought-after Pinewood Estates offering approximately 1,960 sq ft across three levels. The light-filled main level features recently refinished hardwood floors, a wood-burning fireplace, custom built-ins and moulding, plus a renovated kitchen with updated cabinetry and added pantry storage. Upstairs, the

  Benjamin Howell Coldwell Banker Realty

  237 Strawberry Hill Ave Unit 37, Stamford, CT 06902
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  /15

  $1,495,000

  • Land
  • 12,632 Sq Ft
  • $5,155,172 per Acre

  41 Nicholas Ave, Greenwich, CT 06831

  Outstanding opportunity to build your dream home on an oversized lot in the coveted Glenville School district. Large lot provides ample room for a home of @4,500 sq. ft. FAR as well as a large entertainment area in back yard (pool? court?) Create a new home or renovate/expand the existing house. Lot runs front-to-back from 41 Nicholas Ave to 22 Fletcher Ave giving the possibility to split the lot

  Gary Silberberg Intriguing Realty LLC

  41 Nicholas Ave, Greenwich, CT 06831
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  /32

  $3,825,000

  • 5 Beds
  • 3.5 Baths
  • 4,400 Sq Ft

  21 Harbor Rd, Darien, CT 06820

  Situated on a charming cul-de-sac in one of Darien's most desirable coastal neighborhoods, 21 Harbor Road offers approximately 4,400 square feet of beautifully updated living space, with water views from most rooms and within walking distance of Great Island, Pear Tree Point Beach, and Weed Beach. Expertly expanded and renovated, this 5-bedroom, 3.5-bathroom 1960s Cape pairs classic New England

  Amanda Spatola Houlihan Lawrence

  21 Harbor Rd, Darien, CT 06820
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  /24

  $555,000

  $15K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,260 Sq Ft

  168 Belltown Rd Unit 29, Stamford, CT 06905

  Beautifully updated 2bedroom, 1.5bath unit located in the rear of the complex offering privacy and easy access to visitor parking. This home features an updated kitchen and baths, hardwood floors throughout, and a large living room. Enjoy a new slider door leading to a private deck ideal for entertaining. Both bedrooms offer California Closets and comfortable space. Brand new improvements include

  Richard Wilson Coldwell Banker Realty

  168 Belltown Rd Unit 29, Stamford, CT 06905
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  /21

  $895,000

  $20K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 2,490 Sq Ft

  114 Pine Hill Ave, Stamford, CT 06906

  Exceptional opportunity to own a spacious two-family offering impressive layouts, outdoor living and tremendous future potential. The 1st-floor unit spans approximately 1,365 sq. ft. with 3 bedrooms, 1 full bath, hardwood floors, a large living room with fireplace, formal dining room and well-sized kitchen. A huge screened-in porch and adjoining deck extend the living space and overlook the yard.

  Aaron Ramkalawan Keller Williams Prestige Prop.

  114 Pine Hill Ave, Stamford, CT 06906
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  /36

  $439,000

  • 2 Beds
  • 1.5 Baths
  • 1,173 Sq Ft

  247 Hamilton Ave Unit 7, Stamford, CT 06902

  If you're looking for a two bedroom, one and a half bath condo on the ground level with a covered patio granite countertops, new cabinets, stainless steel appliances in unit, washer and dryer in unit. Then this place is for you. This condo offers a in the ground pool, a sauna and a clubhouse. Central air six years old and new hot water heater 10 months old. All appliances are six years old

  Mangano Mangano Marr Caruso Realty Group

  247 Hamilton Ave Unit 7, Stamford, CT 06902
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  /40

  $824,999

  $25K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 2,846 Sq Ft

  44 Toms Rd, Stamford, CT 06906

  Welcome to 44 Toms Road, a rare opportunity to own a home that seamlessly blends generous living space, exceptional versatility, and an unbeatable Stamford location. Offering 5 bedrooms, 3 bathrooms & 1 half bath, and a thoughtfully designed floor plan, this home is built for both comfortable everyday living and effortless entertaining. Bright, inviting living spaces flow seamlessly into a

  Jorge Lopez Coldwell Banker Realty

  44 Toms Rd, Stamford, CT 06906
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  /40

  $639,000

  Open Thu 4PM - 6PM

  • 2 Beds
  • 2.5 Baths
  • 1,723 Sq Ft

  27 Lindstrom Rd Unit 7C, Stamford, CT 06902

  Experience effortless coastal living in this beautifully maintained townhouse in the highly desirable Shippan Point neighborhood. Set within prestigious Quayside Condominiums, this spacious residence blends comfort, style, and an exceptional waterfront lifestyle. The inviting living room features a cozy fireplace and flows seamlessly into the dining area, where sliders open to a private patio

  Max Dober Keller Williams Prestige Prop.

  27 Lindstrom Rd Unit 7C, Stamford, CT 06902
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  /17

  $349,000

  • 1 Bed
  • 1 Bath
  • 846 Sq Ft

  104 North St Unit 401, Stamford, CT 06902

  Great Location & Move-In Ready! This spacious one-bedroom residence features an open-concept layout with a modern, updated bathroom and a seamless flow from the kitchen into the combined living/dining area. Both the living room and the bedroom offer access to a private balcony, providing sweeping city views and a relaxing outdoor retreat. Additional highlights include an in-unit washer/dryer,

  Katerina Hendrickson Coldwell Banker Realty

  104 North St Unit 401, Stamford, CT 06902
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  /38

  $185,000

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  28 Courtland Ave Unit 4, Stamford, CT 06902

  Absolutely delightful CO-OP ready for immediate move-in and an incredible value at this price! This top-floor unit on the 2nd floor offers a spacious, light-filled bedroom, updated full bath with walk-in shower, generous living/dining room, updated kitchen with brand new refrigerator, ample cabinets & gas cooking stove, hardwood floors, recessed lighting, and a sizeable private deck.***Monthly

  Silvia Santacruz William Raveis Real Estate

  28 Courtland Ave Unit 4, Stamford, CT 06902
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  /8

  $699,000

  $100K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,514 Sq Ft

  171 Henry St, Stamford, CT 06902

  Exceptional opportunity to own an income-producing multifamily property in the heart of Stamford's highly sought-after South End. This well-maintained property features two spacious units, each occupying its own level and offering 2 bedrooms, 1 full bathroom, a generously sized living room, and an eat-in kitchen. Both units enjoy access to the welcoming front porch. Additional features include an

  Jennifer Leahy Compass Connecticut, LLC

  171 Henry St, Stamford, CT 06902
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  /36

  $2,995,000

  • 5 Beds
  • 3.5 Baths
  • 2,634 Sq Ft

  37 Midbrook Ln, Old Greenwich, CT 06870

  Located on a quiet lane in Old Greenwich, this property offers convenience without congestion. This recently renovated 5 bedroom residence pefectly situated on a .32 acre level lot was recently updated with 3 1/2 new bathrooms. Main floor features living room, dining room, powder room and eat in kitchen with updated appliances, The primary bedroom with new bath, three additional bedrooms and hall

  Helene Barre Sotheby's International Realty

  37 Midbrook Ln, Old Greenwich, CT 06870
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  /31

  $1,450,000

  • 4 Beds
  • 3 Baths
  • 2,304 Sq Ft

  64 Caroline Place, Greenwich, CT 06831

  This bright, lovely Glenville 4 B + colonial is nestled on a pretty parcel with perennial gardens and 2 private patios; perfect for everyday or summer entertaining. Flexible layout offers an option for a first floor bedroom or office. Welcome guests into the generous foyer where the party can begin and then into the great room with tall ceiling and stone fireplace. Kitchen has island seating and

  Joanne Gorka Sotheby's International Realty

  64 Caroline Place, Greenwich, CT 06831
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  /40

  $2,199,999

  $100K PRICE DROP

  • 7 Beds
  • 5.5 Baths
  • 6,103 Sq Ft

  64 Sanford Ln, Stamford, CT 06905

  64 Sanford Lane is a much beloved treasure that has been meticulously redesigned for comfort, elbow room and maintaining character. This enchanting home is located in the popular neighborhood of Pepper Ridge specifically known as Case Acre Estates. Highly coveted for both its charm and convenience, you can be at the train in 10 minutes, either highway in less than 10 or your favorite coffee shop

  Lisa Linzer L & S Realty

  64 Sanford Ln, Stamford, CT 06905
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  /30

  $2,995,000

  • 4 Beds
  • 4 Baths
  • 2,740 Sq Ft

  6 Meadowbank Rd, Old Greenwich, CT 06870

  Updated with a Modern flair this four-bedroom home is near the water, Tod's Point & located on a quiet cul-de-sac in Old Greenwich. Spacious & bright, there is an open design, sun-filled rooms & hardwood floors. A flexible floor plan makes living & working at home easy. The first floor has a gourmet kitchen w/stainless steel appliances, living room w/fireplace, formal dining room, primary suite

  Barbara Wells Houlihan Lawrence

  6 Meadowbank Rd, Old Greenwich, CT 06870
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  /14

  $925,000

  New Construction

  • 3 Beds
  • 3.5 Baths
  • 1,925 Sq Ft

  91 Hope St Unit 23, Stamford, CT 06906

  Introducing 91 Hope - an exclusive boutique collection of 26 residences in the Glenbrook area of Stamford. Designed for modern living, each home features open layouts, high ceilings, and modern finishes. Gourmet kitchens fit with quartz countertops, bespoke cabinetry, premium stainless-steel appliances and large center islands. Spacious bedrooms with ample closet space, designer baths, and

  Lydia Bates RMS Real Estate Group

  91 Hope St Unit 23, Stamford, CT 06906
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  /16

  $525,000

  Open Sat 1PM - 3PM $45K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 2,331 Sq Ft

  202 Soundview Ave Unit 10, Stamford, CT 06902

  This spacious 3 level townhouse has approximately 1,700 square feet of living space, plus a finished, heated lower level with approximately 600 additional square feet. This flexible space is ideal for a home theater, gym, executive office, or private retreat. The open layout on the main level flows seamlessly to a private deck, creating the perfect setting for everyday living and entertaining.

  Sheryl Morrison Keller Williams Prestige Prop.

  202 Soundview Ave Unit 10, Stamford, CT 06902
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  /39

  $13,500,000

  • 4 Beds
  • 7 Baths
  • 7,142 Sq Ft

  16 Indian Point Ln, Riverside, CT 06878

  Presenting a rare Riverside home, this SBP Homes masterpiece, custom-built in 2009, is now on the market for the first time. Designed to capture breathtaking water views and stunning sunsets. Situated in a peaceful private association within the desirable 1-acre zone off Indian Head Road. Manhattan skyline in the distance, regular Summer firework displays can be seen from Rye Playland as the

  Robert Johnson Brown Harris Stevens CT, LLC

  16 Indian Point Ln, Riverside, CT 06878
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  /18

  $799,000

  • 2 Beds
  • 2 Baths
  • 1,258 Sq Ft

  15 Henry St, Greenwich, CT 06830

  Multifamily development opportunity. Currently a single family home. Ideal for investors, builders, or end-users looking to customize. Convenient access to Metro-North in a downtown up and coming Byram location. As-Is. Unit mix listed is proposed.

  Mike Parelli Mike Parelli Real Estate, LLC

  15 Henry St, Greenwich, CT 06830
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  /19

  $2,500,000

  • 3 Beds
  • 3.5 Baths
  • 1,784 Sq Ft

  165 Shore Rd Unit D, Old Greenwich, CT 06870

  Moments from the beach in one of Old Greenwich's most distinctive concierge residences. Sun-filled and sophisticated, this beautifully appointed three-bedroom blends timeless Shore Colonial character with effortless, turnkey living. An open floor plan is enhanced by handcrafted millwork, hardwood floors and signature custom windows, while the bright kitchen flows seamlessly into the living room

  Joy Kim Metalios Houlihan Lawrence

  165 Shore Rd Unit D, Old Greenwich, CT 06870
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  /12

  $253,000

  $5K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 570 Sq Ft

  151 Courtland Ave Unit 1, Stamford, CT 06902

  Investment opportunity. Tenant in place with lease until 3/15/2027. Charming 1-Bedroom in Sought-After Courtland East. Open floor plan with a new kitchen and island, spacious living/dining area, and a working fireplace that adds cozy charm. Features include hardwood floors, new windows, and French doors leading to a front porch with building entrance. The large bedroom offers plenty of closet

  Agi Zwierz William Raveis Real Estate

  151 Courtland Ave Unit 1, Stamford, CT 06902
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  /39

  $13,890,000

  $1M PRICE DROP

  • 5 Beds
  • 7 Baths
  • 6,069 Sq Ft

  4 Little Cove Ln, Old Greenwich, CT 06870

  Exceptional new construction waterfront home set on a private cul-de-sac in one of Old Greenwich's most desirable enclaves. This custom-built residence offers 180-degree unobstructed water views from every bedroom and living space, with beautiful NYC skyline views. Designed for modern coastal living, the home spans three levels with six decks and seamless indoor-outdoor flow. Walls of glass and

  Alexandra Allen Corcoran Centric Realty

  4 Little Cove Ln, Old Greenwich, CT 06870
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  /33

  $799,000

  Open Sat 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 1,687 Sq Ft

  20 3rd St Unit 4, Stamford, CT 06905

  This fabulous downtown townhome is priced to SELL! Welcome to Midtown Estates! This end unit enjoys the BEST location in the complex with natural light on three sides. Enjoy all that vibrant downtown Stamford has to offer! This stylish townhome offers plenty of space and features hardwood floors, recessed lighting and detailed millwork. The entry foyer with built-ins leads to a sun-filled main

  Patrick Blois Coldwell Banker Realty

  20 3rd St Unit 4, Stamford, CT 06905
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  /22

  $849,000

  $61K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 2,056 Sq Ft

  13 Orlando Ave, Stamford, CT 06902

  2 Family House with total of 5 bedrooms and 3 full baths. Generating $4,100.00 a month rent on a month to month arrangement with tenants. 3 separate electric meters, 1 for each tenant and 1 for owner Lights and common areas. Paved level parking lot for multiple vehicles. Can be used for landscapers, work vehicles with easy access to 95.

  Chris Buswell DBA Options Real Estate

  13 Orlando Ave, Stamford, CT 06902
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  /39

  $1,799,000

  Open Thu 5PM - 7PM

  • 4 Beds
  • 3.5 Baths
  • 6,503 Sq Ft

  354 Oaklawn Ave, Stamford, CT 06905

  Welcome to 354 Oaklawn Avenue, a hidden haven where timeless craftsmanship, sophisticated design, exceptional privacy, and elevated outdoor living come together to create a truly remarkable custom-built Colonial. Rebuilt in 2017, this property offers over 6,500 square feet of thoughtfully designed living space, this home delivers the rare combination of grand-scale luxury and everyday comfort.

  Jeremy Gonzalez Keller Williams Prestige Prop.

  354 Oaklawn Ave, Stamford, CT 06905
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  /19

  $1,095,000

  • 6 Beds
  • 4 Baths
  • 3,034 Sq Ft

  124 Pine Hill Ave, Stamford, CT 06906

  Welcome to this well-maintained and updated townhouse style 2-family in Stamford's desirable Glenbrook neighborhood, offering an excellent opportunity for owner-occupants and investors. Both units offer bright, comfortable layouts with hardwood floors throughout the main living areas. Living rooms flow into open dining and kitchen spaces featuring white shaker cabinetry, granite countertops, and

  Aaron Ramkalawan Keller Williams Prestige Prop.

  124 Pine Hill Ave, Stamford, CT 06906
• 

  

  /15

  $399,000

  • 2 Beds
  • 2 Baths
  • 1,872 Sq Ft

  251 Bridge St Unit 251, Stamford, CT 06905

  CALLING INVESTORS ONLY! TENANT IN PLACE UNTIL OCTOBER 1, 2027. PROBABLY WILL LIKE TO REMAIN IF AGREEABLE. THIS UNIT IS 1 OF THE ORIGINAL 12 INVESTOR DESIGNATED UNITS. NEW WATER HEATER 2022, FULLY FINISHED LEVEL W/ FULL BATH. LOVELY OLDER TENANTS W/ DOG, ON PREMISES SINCE 2017. PARKING SPACE RIGHT IN FRONT THE UNIT. CANNOT BEAT THIS MID CITY LOCATION FOR ALL CONVENIENCES, SHOPPING, PARKS, GOLF,

  Linda Sorbo Coldwell Banker Realty

  251 Bridge St Unit 251, Stamford, CT 06905
• 

  

  /30

  $1,159,000

  • 4 Beds
  • 2.5 Baths
  • 2,217 Sq Ft

  517 Newfield Ave, Stamford, CT 06905

  Welcome to this beautifully renovated 4-bedroom, 2.5-bathroom home, situated in the desirable Belltown neighborhood of Stamford, CT. Thoughtfully updated from top to bottom, this move-in-ready residence offers the perfect blend of modern comfort and timeless style. Step inside to discover an inviting open-concept layout, featuring a living area filled with natural light and elegant finishes

  Brett Grabowski Twin Tower Realty

  517 Newfield Ave, Stamford, CT 06905
• 

  

  /18

  $9,995,000

  • 6 Beds
  • 9 Baths
  • 7,838 Sq Ft

  41 Mohawk Ln, Greenwich, CT 06831

  A private modern estate at 41 Mohawk in the Greenwich backcountry, Lumen House sits behind a private bridge on four gated acres of west-facing land, surrounded by nature and quiet. Designed for art, cars, family, friends, and everyday life, the 10,000+ square foot residence pairs the intimacy of the East Coast with the openness of the West Coast. French oak, Italian lime plaster, soft light, and

  Jeffrey Jackson Corcoran Centric Realty

  41 Mohawk Ln, Greenwich, CT 06831
• 

  

  /26

  $309,000

  Open Sun 11AM - 1PM $6K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 933 Sq Ft

  186 Stillwater Ave Unit 137, Stamford, CT 06902

  Move-in ready is an overused phrase, but this one earns it. The unit has been freshly painted throughout and comes with stainless steel appliances, a new in-unit washer and dryer, a newer water heater, and an updated electrical panel. Those last few are the unglamorous, expensive items most buyers end up handling themselves, and here they're already taken care of. A private balcony extends the

  Christopher Giolitto William Raveis Real Estate

  186 Stillwater Ave Unit 137, Stamford, CT 06902

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