Old Greenwich, CT Homes for Sale

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  /11

  $365,000

  $10K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 636 Sq Ft

  127 Greyrock Place Unit PL2, Stamford, CT 06901

  Turn-key 1 bedroom, 1 full bathroom condo ideally located in the heart of downtown Stamford. This bright and inviting unit features high ceilings, creating an open and airy feel, along with central heating and air conditioning for year-round comfort. The unit can be sold furnished as well. Enjoy the convenience of amenities located on the same floor, including a fitness center, common laundry

  Ming Zheng Fortune Realty & Investments

  127 Greyrock Place Unit PL2, Stamford, CT 06901
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  /40

  $799,000

  • 4 Beds
  • 2.5 Baths
  • 1,688 Sq Ft

  200 Woodridge Dr S, Stamford, CT 06902

  Welcome to 200 Woodridge Dr S, a charming 1964 Colonial offering 4 bedrooms, 2.5 bathrooms, and almost 2000 square feet of comfortable living space on a 0.24-acre lot in Stamford. This lovingly maintained home flows gracefully from the spacious living room and dining area, into the kitchen and den. The bright kitchen showcases updated countertops, a stylish backsplash, a new sink, and modern

  Joe Balestriere William Raveis Real Estate

  200 Woodridge Dr S, Stamford, CT 06902
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  /37

  $995,000

  $55K PRICE DROP

  • 6 Beds
  • 2 Baths
  • 2,300 Sq Ft

  33 Dora St, Stamford, CT 06902

  Exceptional multi-family with 2 vacant spacious three bed/one bath units that are only a heartbeat away from Stamford's most active beach. The curb appeal of this rare multi-family make it a perfect owner-occupied opportunity where you can live in one unit and potentially halve your mortgage by renting out the other. This well-maintained property also offers additional growth options as an

  Ned Osterhus Coldwell Banker Realty

  33 Dora St, Stamford, CT 06902
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  /18

  $1,149,000

  $50K PRICE DROP

  • 1 Bed
  • 2 Baths
  • 1,271 Sq Ft

  51 Forest Ave Unit 70, Old Greenwich, CT 06870

  Set in one of the most desirable locations within The Gables, this renovated, move-in-ready ground-floor corner unit offers single-level living with exceptional privacy. The oversized one-bedroom, two-bath floor plan can easily be converted to a two-bedroom configuration. The updated kitchen opens to the dining and living areas and offers ample storage. Recent improvements include renovated

  Charles Aysseh Aysseh Real Estate

  51 Forest Ave Unit 70, Old Greenwich, CT 06870
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  /26

  $450,000

  $35K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 2,266 Sq Ft

  73 Maple Tree Ave Unit A, Stamford, CT 06906

  Located in Stamford's highly desirable Glenbrook neighborhood, this rare 3-bedroom, 1.5-bath end-unit townhouse offers the perfect blend of comfort, convenience, and potential. Enjoy easy access to downtown, shopping, dining, and major commuting routes, while coming home to a peaceful, well-maintained community. A welcoming front porch sets the stage for this inviting home. Inside, you'll find a

  Tyler Toren Compass Connecticut, LLC

  73 Maple Tree Ave Unit A, Stamford, CT 06906
• 

  

  /20

  $899,000

  $61K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,771 Sq Ft

  73 Rippowam Rd, Stamford, CT 06902

  Multi-family home right by the beach. Located within walking distance of West Beach, it features two independent units; each includes two bedrooms, one bathroom, and an in-unit washer and dryer. It is situated close to the city center, restaurants, the bus stop, and the train station.

  Laura Pelaez Crearth Real Estate

  73 Rippowam Rd, Stamford, CT 06902
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  /25

  $399,000

  • 2 Beds
  • 2 Baths
  • 1,276 Sq Ft

  50 Glenbrook Rd Unit 8H, Stamford, CT 06902

  Welcome to this rarely available 2BR/2BA H-Line corner unit offering an exceptional combination of space, functionality & convenience in one of Stamford's most desirable condo communities. This well-maintained residence features a spacious layout w/oversized windows that fill the home with sunlight throughout the day. The over-sized LVRM flows into a large dining area, creating comfortable space

  Michael Marciano Keller Williams NY Realty

  50 Glenbrook Rd Unit 8H, Stamford, CT 06902
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  /30

  $579,000

  • 2 Beds
  • 2.5 Baths
  • 1,744 Sq Ft

  9 Old North Stamford Rd Unit 35A, Stamford, CT 06905

  Space, privacy and potential in the heart of Stamford. This nearly 1,700-square-foot end-unit townhouse at 9 Old North Stamford Road offers a flexible multi-level layout and a wonderful opportunity to create a home that reflects your own style. The main living level features a spacious, light-filled living room with fireplace and access to a private balcony, along with a separate dining area and

  Marta Stroll Houlihan Lawrence

  9 Old North Stamford Rd Unit 35A, Stamford, CT 06905
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  /34

  $1,749,000

  • 4 Beds
  • 2.5 Baths
  • 2,106 Sq Ft

  60 Middlesex Rd, Darien, CT 06820

  Experience the timeless allure of 60 Middlesex Road, a quintessential New England Colonial that perfectly captures the spirit of Darien living. This warm residence offers a serene escape while keeping the town center, top-rated schools, and commuter links just moments away. From the moment you step inside, the home feels both sophisticated and deeply welcoming. The expansive living room, anchored

  Jennifer Friedman Compass Connecticut, LLC

  60 Middlesex Rd, Darien, CT 06820
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  /25

  $580,000

  • 3 Beds
  • 2 Baths
  • 2,100 Sq Ft

  17 Avon Ln, Stamford, CT 06907

  Recently renovated 3-bedroom, 2 full-bath Single family , Row House Style in Stamford's desirable Springdale neighborhood. Bright open floor plan with a modern kitchen featuring quartzite countertops, custom cabinetry, large center island, Samsung Smart refrigerator, and Bosch dishwasher. Updated bathrooms, newer flooring, newer roof, newer interior doors and hardware, smart thermostats, and

  Nelly Patric Navarrete Keller Williams Prestige Prop.

  17 Avon Ln, Stamford, CT 06907
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  /26

  $895,000

  • 3 Beds
  • 2 Baths
  • 1,866 Sq Ft

  59 Apple Tree Dr, Stamford, CT 06906

  Holbrook Estates! Immaculate 3 bedroom cape in one of Stamford's most coveted neighborhoods. Central air, newer eat-in kitchen and 2 full baths, (both with heated flooring to keep toes toasty in winter) living room with hardwood floors and fireplace, sunny dining room, two car tandem garage, finishable basement and a lovely yard. Walk to bus, houses of worship, bakery and ice cream shop.

  Lisa Linzer L & S Realty

  59 Apple Tree Dr, Stamford, CT 06906
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  /45

  $2,249,000

  $450K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 4,200 Sq Ft

  43 Burdsall Dr, Greenwich, CT 06831

  Experience exceptional craftsmanship and modern luxury in this stunning 2023-built residence, offering 5 bedrooms, 4 full baths, and 1 half bath across four beautifully finished levels. Thoughtfully designed with custom millwork, sophisticated finishes, hardwood floors, and all-new systems throughout, this turnkey home seamlessly blends timeless elegance with today's most coveted amenities. At

  Kelly Feda Coldwell Banker Realty

  43 Burdsall Dr, Greenwich, CT 06831
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  /53

  $3,795,000

  • 4 Beds
  • 3.5 Baths
  • 3,271 Sq Ft

  15 Shorelands Place, Greenwich, CT 06870

  Classic Old Greenwich character meets modern living in this beautifully renovated 1907 Shore Colonial. A covered wraparound porch welcomes you to light-filled interiors, highlighted by a vaulted family room with skylights and fireplace. The gorgeous eat-in kitchen features a Bertazzoni professional range and generous center island. Four bedrooms and 3.5 new baths include a private primary suite

  Susan Isaak Coldwell Banker Realty

  15 Shorelands Place, Greenwich, CT 06870
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  /18

  $7,495,000

  • 5 Beds
  • 7.5 Baths
  • 6,975 Sq Ft

  64 Hillside Rd, Greenwich, CT 06830

  Exceptional new 2027 construction showcases an architecturally stunning in-town Colonial on .72 acres with pool, private yard and resort-style amenities close to world-class shops, restaurants and Schools. Expertly built by acclaimed Sonny Anand/AR Luxury Homes, this sunlit residence reflects their signature blend of sophisticated design, superior craftsmanship and outstanding architectural

  Amanda Bates Houlihan Lawrence

  64 Hillside Rd, Greenwich, CT 06830
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  /37

  $1,100,000

  • 6 Beds
  • 4 Baths
  • 2,486 Sq Ft

  26 Nichols Ave, Stamford, CT 06905

  INTRODUCING 26 Nichols Avenue, an exceptional investment opportunity and the ONLY MULTI-FAMILY property located in Stamford's desirable Mid-Ridges neighborhood. COMPLETELY REBUILT to the studs in 2018, this turnkey 2-family/6-bedroom home offers approximately 2,486 square feet with two beautifully updated units, making it ideal for investors or owner-occupants seeking rental income. The 1st-floor

  Len Schwartz Keller Williams Prestige Prop.

  26 Nichols Ave, Stamford, CT 06905
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  /30

  $1,495,000

  New Construction

  • 3 Beds
  • 3.5 Baths
  • 3,244 Sq Ft

  16 Wire Mill Rd Unit A, Stamford, CT 06903

  The Cottages at Wire Mill is a pre-construction 55+ active adult community in North Stamford, CT, offering new single-family homes for sale behind private gates. This luxury 55-plus community features deeded single-family ownership, a first-floor primary suite option, and contemporary farmhouse architecture designed for active adults. Each home offers spacious, open interiors with dual primary

  Joy Kim Metalios Houlihan Lawrence

  16 Wire Mill Rd Unit A, Stamford, CT 06903
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  /50

  $28,500,000

  • 5 Beds
  • 8 Baths
  • 12,006 Sq Ft

  380 North St, Greenwich, CT 06830

  Historically known as ''Electric Hill,'' this extraordinary estate occupies one of the highest points in Mid-Country Greenwich, commanding year-round views of Long Island Sound across the treetops. Once part of a larger estate owned by Edward H. Johnson, Thomas Edison's associate and a pioneer in residential electrification, the property pairs a storied legacy with timeless architecture. Designed

  Caroline McNally Sotheby's International Realty

  380 North St, Greenwich, CT 06830
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  /45

  $8,495,000

  • 6 Beds
  • 10 Baths
  • 8,704 Sq Ft

  7 Calhoun Dr, Greenwich, CT 06831

  This timeless estate, situated in an exclusive private association moments from town, masterfully blends turn-of-the-century grandeur with 21st-century luxury. The main house was extensively renovated and expanded in 2006 by award-winning architects Austin Patterson Disston. It showcases grand-scale rooms, soaring ceilings, and impeccable millwork. In 2016 the current owners made it their own by

  Victoria Thorman Sotheby's International Realty

  7 Calhoun Dr, Greenwich, CT 06831
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  /29

  $1,549,000

  • 5 Beds
  • 3 Baths
  • 2,353 Sq Ft

  61 Center Dr, Old Greenwich, CT 06870

  Welcome to 61 Center Drive, a move-in-ready Old Greenwich home at the end of a cul de sac. Thoughtfully updated across two levels, this 5-bedroom, 3-full bath home offers approximately 2,300 square feet with bright gathering spaces, renovated finishes, and multiple areas to work, host, or just relax. The main level features hardwood floors, a newly updated kitchen that easily flows into a

  Roberta Jurik Berkshire Hathaway NE Prop.

  61 Center Dr, Old Greenwich, CT 06870
• 

  

  /22

  $1,199,900

  $150K PRICE DROP

  • 8 Beds
  • 5.5 Baths
  • 5,407 Sq Ft

  16 Greenwood Hill St, Stamford, CT 06902

  This recently updated Rare find offers an ideal opportunity for you to bring your in-laws! It's a large multi-family home with five or more bedrooms and two and a half bathrooms on each side. It also features gas boilers, updated electrical systems, and much more. The property requires a 24-hour notice.

  Mitchell Stevenson William Raveis Real Estate

  16 Greenwood Hill St, Stamford, CT 06902
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  /40

  $999,000

  • 9 Beds
  • 3 Baths
  • 2,090 Sq Ft

  19 Davenport St, Stamford, CT 06902

  Well-maintained property in Stamford's Waterside neighborhood, offering a compelling opportunity for owner-occupants and investors. Legal two-family, The basement is partially finished with a full bathroom, The first floor has two units with separate entrances: one offers 3 bedrooms, a full kitchen, a full bathroom, and a living room, while the other is a Studio-style unit with a kitchenette and

  Angela Morales Keller Williams Realty Prtnrs.

  19 Davenport St, Stamford, CT 06902
• 

  

  /13

  $1,100,000

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,620 Sq Ft

  91 Hope St Unit 29, 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 29, Stamford, CT 06906
• 

  

  /23

  $1,749,000

  Pre-Foreclosure

  • 4 Beds
  • 3 Baths
  • 1,990 Sq Ft

  17 Thornhill Rd, Riverside, CT 06878

  Welcome to 17 Thornhill, a beautifully appointed home offering exceptional space, versatility and effortless indoor-outdoor living. Sun-filled interiors feature hardwood floors and an inviting flow from the spacious living room to a warm family room anchored by a striking floor-to-ceiling stone fireplace. The eat-in kitchen offers granite countertops, stainless steel appliances and direct access

  Joy Kim Metalios Houlihan Lawrence

  17 Thornhill Rd, Riverside, CT 06878
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  /27

  $4,500,000

  • 5 Beds
  • 5.5 Baths
  • 6,134 Sq Ft

  18 Sidney Lanier Ln, Greenwich, CT 06831

  Two secluded acres showcase a striking 5-bedroom Contemporary at the end of a private mid-country cul-de-sac just two mins from town, on town water + gas. Walls of windows seamlessly connect to nature, while clean lines, abundant light, and patio access from all rear-facing rooms define the living experience. An entry hall with custom wood screen unfolds into dramatic living and dining rooms with

  B.K. Bates Houlihan Lawrence

  18 Sidney Lanier Ln, Greenwich, CT 06831
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  /58

  $4,195,000

  • 6 Beds
  • 7 Baths
  • 6,343 Sq Ft

  5 Hunter St, Old Greenwich, CT 06870

  Introducing a newly constructed Contemporary Colonial, by Alfieri Enterprises, that captures the essence of Old Greenwich living offering a seamless blend of classic architecture and modern design on a quiet cul-de-sac near schools, shops and the train. Defined by extraordinary craftsmanship, custom details and curated finishes in a stunning 6,000 sq. ft. home. Great for entertaining in open plan

  Megan Epand Houlihan Lawrence

  5 Hunter St, Old Greenwich, CT 06870
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  /40

  $1,295,000

  • 5 Beds
  • 4 Baths
  • 3,094 Sq Ft

  34 Downs Ave, Stamford, CT 06902

  Offered for the first time in over 80 years, this cherished Shippan Point residence has been proudly owned by the same family since 1943. Set on a beautifully landscaped .37-acre lot, this classic 5-bedroom, 2 full and 2 half bath home blends timeless character. Rich hardwood floors extend throughout all five bedrooms, the spacious living room with fireplace, formal dining room, and inviting

  Dannel Malloy NestSeekers International

  34 Downs Ave, Stamford, CT 06902
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  /36

  $3,450,000

  • 5 Beds
  • 5 Baths
  • 4,274 Sq Ft

  18 Shady Brook Ln, Old Greenwich, CT 06870

  Beautifully renovated by the current owners, this 5 bedroom, 5 bath home features refinished hardwood floors throughout, a modern open floor plan with eat-in kitchen/dining that opens to a generous new deck overlooking the level yard, and a versatile main-floor bedroom with a full bathroom that adds flexibility for guests, family, or working from home. The 2nd floor offers 3 well-proportioned

  Gloria Gimenez-Ferrer BHHS New England Properties

  18 Shady Brook Ln, Old Greenwich, CT 06870
• 

  

  /22

  $755,000

  • 6 Beds
  • 2 Baths
  • 2,815 Sq Ft

  424 Willett Ave, Port Chester, NY 10573

  2 Family Colonial Style Home. This Home Features 6 Bedrooms, 2 Full Baths, 2 Eat In Kitchens & 2 Car Garage. Centrally Located To All. Don't Miss This Opportunity!

  Todd Yovino Island Advantage Realty LLC

  424 Willett Ave, Port Chester, NY 10573
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  /40

  $995,000

  • 4 Beds
  • 2.5 Baths
  • 3,042 Sq Ft

  30 Idlewood Place, Stamford, CT 06905

  Highest & Best by Thursday (9/24) at 5PM. Located on a cul-de-sac in Stamford's Newfield neighborhood, this spacious home features hardwood floors throughout and a versatile layout designed for comfortable living and entertaining. The main level offers an open-concept living and dining room that flows into the eat-in kitchen, complete with stainless steel appliances, granite countertops, abundant

  Chris Carozza RE/MAX Right Choice

  30 Idlewood Place, Stamford, CT 06905
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  /15

  $259,999

  • 1 Bed
  • 1 Bath
  • 650 Sq Ft

  444 Bedford St Unit 3B, Stamford, CT 06901

  Location, Location, Location! Welcome to this bright and well-appointed condo in the heart of downtown, where convenience is truly at your doorstep. Enjoy being within walking distance of shopping, dining, entertainment, and everything the downtown area has to offer. The sunny living room features an attached private balcony, creating a comfortable space to relax or entertain. The unit also

  Michael Crandall Coldwell Banker Realty

  444 Bedford St Unit 3B, Stamford, CT 06901
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  /36

  $999,000

  • 4 Beds
  • 2 Baths
  • 1,568 Sq Ft

  181 Hobart Ave, Greenwich, CT 06831

  Welcome to this wonderful three-bedroom, two-bath home, ideally situated on a beautiful piece of property. Offering a comfortable layout, spacious living areas, and plenty of outdoor space, this home provides an inviting setting for entertaining and enjoying all the area has to offer. A great opportunity to own a charming home in a desirable location!

  William DeLuca William Raveis Real Estate

  181 Hobart Ave, Greenwich, CT 06831
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  /17

  $254,999

  • 1 Bed
  • 1 Bath
  • 689 Sq Ft

  2475 Summer St Unit 1G, Stamford, CT 06905

  Vintage chic, a blend of vintage and modern design. Many period details remain, crown molding, glass/brass doorknobs, kitchen pantry and HWF. A welcoming entrance includes board and batten paneling which compliments the Magnolia home wallpaper. Move-in ready, other features include designer kitchen with quartz countertops, black SS sink, faucet, new (LED) lighting; kitchen/LR/DR. Upgraded

  Jo-Ann Fiore Coldwell Banker Realty

  2475 Summer St Unit 1G, Stamford, CT 06905
• 

  

  /3

  $949,000

  $36K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 3,044 Sq Ft

  34 Raymond St, Stamford, CT 06902

  INVESTMENT OPPORTUNITY WITH IMMEDIATE CASH FLOW! Legal non-conforming two-family property offering an excellent opportunity for investors seeking strong income. Immediate cash flow from day one with potential for much more. The property features two separate residential units, plus a partially finished walk-out basement, offering additional rentable space in conjunction with the 1st floor.

  Wende Foreman William Pitt Sotheby's Int'l

  34 Raymond St, Stamford, CT 06902
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  /27

  $1,099,000

  $100K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 2,714 Sq Ft

  36 Larkin St, Stamford, CT 06907

  Exceptional investment opportunity in a highly convenient Stamford location! This unique mixed use property features three residential units plus a commercial space, offering multiple streams of income and outstanding flexibility for investors and owner-occupants alike. The residential units include a spacious 2 bedroom apartment, a 1 bedroom apartment, and a studio, providing strong rental

  Geo Crume Keller Williams Realty

  36 Larkin St, Stamford, CT 06907
• 

  

  /22

  $739,900

  • 2 Beds
  • 2 Baths
  • 905 Sq Ft

  51 Old Kings Hwy Unit 1, Old Greenwich, CT 06870

  Rare opportunity to acquire a lovely two-bedroom, two-bath condo with a lower level suitable for finishing. Includes a one car detached garage plus one assigned outdoor parking space, both located in front of the unit. Situated in a small well managed complex with serene park-like grounds. Close distance to shops, restaurants and public transportation.

  Rita Magyar William Raveis Real Estate

  51 Old Kings Hwy Unit 1, Old Greenwich, CT 06870
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  /25

  $2,999,000

  • 5 Beds
  • 4 Baths
  • 5,042 Sq Ft

  59 Dandy Dr, Cos Cob, CT 06807

  A modern home for today's needs and tomorrow's dreams. This generous five bedroom residence offers turnkey living on a private one-acre lot. Walk-in closets throughout plus two additional rooms that easily serve as a home office and/or private guest suite offer flexibility wherever you need it. Communal spaces draw everyone together, and a gourmet kitchen sits at the heart of the house. Outdoors,

  Angela Alfano Coldwell Banker Realty

  59 Dandy Dr, Cos Cob, CT 06807
• 

  

  /24

  $1,950,000

  • 4 Beds
  • 3 Baths
  • 1,832 Sq Ft

  8 Ernel Dr, Riverside, CT 06878

  Tucked at the end of a quiet cul-de-sac, this classic Cape offers a rare blend of convenience and timeless Riverside charm. Backed by a lush protected forest, the property provides privacy and an ideal setting for everyday living, outdoor play, gardening, or unwinding, balancing a secluded feel with a well-located address. Inside, sun-filled rooms and flexible spaces support relaxed routines and

  Jenny Allen Compass Connecticut, LLC

  8 Ernel Dr, Riverside, CT 06878
• 

  

  /21

  $499,900

  • 3 Beds
  • 2.5 Baths
  • 1,646 Sq Ft

  1 Strawberry Hill Ct Unit 10H, Stamford, CT 06902

  A really special unit in one of Stamford's finest high rise buildings. This apartment has 1,646 square feet of space, 9 large closets, a balcony that looks to the east and south. Huge living room, dining room, kitchen with S/S apps, a large Primary Bedroom Suite with 2 closets (one WIC), and full bath. Two other generous bedrooms, one featuring 2 walk-in closets. All AC units recently replaced.

  Jeff Roberts William Pitt Sotheby's Int'l

  1 Strawberry Hill Ct Unit 10H, Stamford, CT 06902
• 

  

  /30

  $1,525,000

  • 4 Beds
  • 3 Baths
  • 1,969 Sq Ft

  276 Bruce Park Ave, Greenwich, CT 06830

  Great opportunity for a buyer or investor to own this Bruce Park walk to train and town center two-family home. There are 2 side-by-side units. The 700 SF unit (A) is a luxurious 2-Bedroom 1 bath retreat with designer touches: gut renovated gem offers a harmonious blend of modern comfort and upscale living. Custom-designed kitchen which boasts a Bertazoni range and custom cabinetry, creating a

  Hannelore Kaplan William Raveis Real Estate

  276 Bruce Park Ave, Greenwich, CT 06830
• 

  

  /36

  $2,999,999

  • 6 Beds
  • 5.5 Baths
  • 4,300 Sq Ft

  20 Sound Beach Ave, Greenwich, CT 06870

  Remarks: Brand New Luxury Home in Old Greenwich Experience luxury living in this stunning New Construction, minutes away from Old Greenwich train station, Tod's Point and top rated schools. Offering 4300 sqft of designer living space. This 5 bedroom, 5.5 bathroom custom home features wide plank white oak floors, soaring ceilings, premium finishes and exceptional natural light throughout. Chef's

  Kaltrina Xhema-Latifi Higgins Group Greenwich

  20 Sound Beach Ave, Greenwich, CT 06870

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