Old Greenwich, CT Homes for Sale

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  /21

  $589,000

  • 1 Bed
  • 1.5 Baths
  • 1,005 Sq Ft

  43 Harbor Dr Unit 104, Stamford, CT 06902

  Welcome Home to Harbor House! - The luxury waterfront community nestled along the Long Island Sound in Stamford. As you enter, the open floor plan draws you to the stunning water-views. Wake up and savor your morning coffee overlooking the water. This beautiful retreat includes an open floor plan, updated wood-burning fireplace with granite trim plus a sliding glass door to your private patio,

  Susan Pitkin-Rudnick William Raveis Real Estate

  43 Harbor Dr Unit 104, Stamford, CT 06902
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  /21

  $540,000

  • 2 Beds
  • 2 Baths
  • 1,151 Sq Ft

  25 Adams Ave Unit 103, Stamford, CT 06902

  Gorgeous 2-bedroom unit in sought after downtown building with a PRIVATE ENTERANCE-no need to go through the building! As you enter through the living area with beautiful you will find a wonderful open area with wood floors throughout. This lovely 2 bed/2 bath unit features stainless steel appliances and walk-in closets in both bedrooms. Custom closet in both master and coat closet. Easy access

  MaryDana McCann Houlihan Lawrence

  25 Adams Ave Unit 103, Stamford, CT 06902
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  /16

  $525,000

  • 1 Bed
  • 1.5 Baths
  • 1,069 Sq Ft

  2289 Bedford St Unit A6, Stamford, CT 06905

  Located in ones of Stamford's most desired neighborhoods, come see this 1 bedroom 1 bath townhome available for sale! This unit offers a spacious living room with fireplace, outdoor deck, and a large bedroom with ample storage space! And don't miss the full bathroom with a double vanity and skylights to start up your every morning with radiance! A gated community, clubhouse with in-ground pool

  Chris Buswell DBA Options Real Estate

  2289 Bedford St Unit A6, Stamford, CT 06905
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  /39

  $599,000

  • 2 Beds
  • 2 Baths
  • 1,729 Sq Ft

  104 North St Unit 803, Stamford, CT 06902

  Welcome to an exceptional opportunity to own a rarely available, move-in-ready top-floor penthouse in a gated community just minutes from downtown Stamford. This sophisticated 2-bed, 2-bath residence offers the perfect blend of privacy, style, and city convenience with sweeping views and abundant natural light throughout. Enjoy secured access directly to the penthouse, offering peace of mind and

  Aida Pedroza William Pitt Sotheby's Int'l

  104 North St Unit 803, Stamford, CT 06902
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  /31

  $489,000

  • 3 Beds
  • 3 Baths
  • 1,680 Sq Ft

  50 Glenbrook Rd Unit 7C, Stamford, CT 06902

  This sophisticated 3-bedroom, 3-bath corner unit is situated in a desirable high-rise, just minutes from Stamford's vibrant shopping, dining, and entertainment scene. Offering 1,680 square feet of sunlit living space, the unit features hardwood floors throughout and a spacious open-concept living and dining area with a large screened-in balcony. The primary suite includes an updated bath, a

  Thaddea Sheridan William Raveis Real Estate

  50 Glenbrook Rd Unit 7C, Stamford, CT 06902
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  /35

  $3,500,000 Open Sat 1PM - 4PM

  • 3 Beds
  • 2 Baths
  • 2,859 Sq Ft

  40 Bruce Park Dr, Greenwich, CT 06830

  Nestled on a scenic knoll in the heart of Greenwich, just moments from downtown & directly across from the picturesque Bruce Park, this fully renovated home offers the perfect blend of timeless mid-century design & modern luxury. Boasting an open-concept layout, the sun-drenched interior features three spacious bedrooms & two elegant bathrooms. The gourmet kitchen flows effortlessly into the

  Danielle Claroni Sotheby's International Realty

  40 Bruce Park Dr, Greenwich, CT 06830
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  /7

  $799,000

  • 4 Beds
  • 3 Baths
  • 1,992 Sq Ft

  48 Manor St, Stamford, CT 06902

  Don't miss this fantastic opportunity to own a charming 2-family home just steps from vibrant Harbor Point in Stamford! This well-maintained property features two spacious 2-bedroom, 1-bath units, each filled with natural light and character. Enjoy morning coffee on the sunny front porch and take advantage of the walk-up attic offering expansion potential or generous storage. Includes off-street

  William DeLuca William Raveis Real Estate

  48 Manor St, Stamford, CT 06902
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  /19

  $395,000

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  256 Washington Blvd Unit 1, Stamford, CT 06902

  2BR 1BA CORNER UNIT RENOVATED AND REMODELED! GOURMET KITCHEN W/CUSTOM BUILT CABINETS, GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES, LARGE PANTRY. NEW HARDWOOD FLOORS THRU-OUT. SLIDERS TO DECK PERFECT FOR BARBECUE/LOUNGING. SPACIOUS BEDROOMS W/CUSTOM CLOSETS + BUILT- INS. STEPS AWAY FROM HARBOR POINT AREA, FANTASTIC RESTAURANTS AND ACTIVITIES. SHORT DISTANCE TO THE TRAIN! 2 ASSIGNED PARKING

  Peter Rosato Coldwell Banker Realty

  256 Washington Blvd Unit 1, Stamford, CT 06902
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  /31

  $945,000

  • 6 Beds
  • 3 Baths
  • 2,880 Sq Ft

  95 Frederick St, Stamford, CT 06902

  Take notice! Legal two family dwelling in sought after Cove section of Stamford. Each unit features four rooms, two good size bedrooms, one full bath, eat in kitchen. This can be used as a full investment property or you can occupy one floor and rent the other for positive cash flow. Enclosed porch, large level rear yard with shed, close to many local businesses. Don't miss this one, this could

  Rosania Melo Century 21 Scala Group

  95 Frederick St, Stamford, CT 06902
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  /10

  $1,469,000

  • 4,965 Sq Ft

  18 Beech St, Greenwich, CT 06830

  An industrial area, office space, and two garages in one unique commercial property. Super accessible location; Seconds from I-95 and just over the border of Westchester, in the Byram Area of Greenwich. It's an ideal mix of space for an owner/user. Almost 4000 sq currently being used as a fabrication woodshop. Above that, about 1000 sq ft of pristine office space and below, 1000 sq ft of

  Mike Parelli Mike Parelli Real Estate LLC

  18 Beech St, Greenwich, CT 06830
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  /22

  $170,000

  • 1 Bed
  • 1 Bath
  • 741 Sq Ft

  54 W North St Unit 412-A, Stamford, CT 06902

  Conveniently located in the sought-after RiverHaven complex, this well-maintained 1-bedroom, 1-bath unit offers comfortable living just steps from Mill River Park, schools, and downtown Stamford. With generous closet space, natural light, and easy access to shops, restaurants, and public transportation, this unit is ideal for anyone seeking low-maintenance city living. Heat, hot water, cooking

  Alexander Walton RE/MAX Heritage

  54 W North St Unit 412-A, Stamford, CT 06902
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  /25

  $899,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 1 Bath
  • 1,135 Sq Ft

  19 High St, Greenwich, CT 06830

  Please text 203.952.4346 to show.Welcome to your own slice of California right here in Greenwich with great potential investment property or room to expand. This picture-perfect home, inspired by the charm of a California Bungalow. Step inside and enjoy the warmth of an open-concept layout with hardwood floors and a stone-clad wood-burning fireplace that anchors the main living space. The

  Lindsay Clauss Sheehy Compass Connecticut, LLC

  19 High St, Greenwich, CT 06830
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  /18

  $899,000

  • 3 Beds
  • 2 Baths
  • 1,647 Sq Ft

  10 Pilgrim Dr, Greenwich, CT 06831

  Desirable Glenville location offers a sundrenched three-bedroom Cape with a fenced-in, lushly landscaped backyard near schools, shops, Byram Park with town pool, beach and both Greenwich and Port Chester trains. Highlights of this gracious 1,647 sq. ft. home include new appliances in granite clad eat-in kitchen, new washer and dryer, rich hardwood floors, first floor primary bedroom and spacious

  John Bates Houlihan Lawrence

  10 Pilgrim Dr, Greenwich, CT 06831
• 

  

  /22

  $698,000 Open Wed 4PM - 7PM

  • 3 Beds
  • 2 Baths
  • 1,527 Sq Ft

  50 Long Hill Dr, Stamford, CT 06902

  This 3-4BR, 2-FB 1,527sf, 0.28 Acre, 7-Room, Roxbury-area Cape has an Open Floorplan, 2-Fireplace's w/Folding Door Covers in Both LR & EIK. Laundry Room off EIK. Attached 1-Car Garage. First Floor w/Full Bath next to Den w/closet, for possible 4th BR on 1st floor. Lots of Light from Large LR Picture Window. Second Floor W/Master BR + 2 Additional BRs , Full Bath and storage under the MBR eves.

  Mary Daughters Hoffman International Properties LLC

  50 Long Hill Dr, Stamford, CT 06902
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  /16

  $679,000

  • 3 Beds
  • 1.5 Baths
  • 1,506 Sq Ft

  172 Roxbury Rd, Stamford, CT 06902

  This remarkable unique cottage style home on secluded .77 acre in Westover area has unbelievable charm. It is one of the renowned Craftsman built homes. It has been updated and has charm of yesterday year. Features include remodeled Living Room and Kitchen areas plus new windows. Kitchen has newer appliances, quartz counter tops. Master bedroom includes walk-in closet. Hardwood floors throughout.

  David Wolfe William Raveis Real Estate

  172 Roxbury Rd, Stamford, CT 06902
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  /16

  $1,490,000

  • 2 Beds
  • 2.5 Baths
  • 1,930 Sq Ft

  28 Home Place Unit C1, Greenwich, CT 06830

  Enjoy Greenwich townhouse living next to award-winning Bruce Park. This open, spacious 2+ bedroom, 2.5 bath home is set in a quiet enclave just minutes from shopping, train, restaurants, the beach ferry, and more. The kitchen is updated, and all bathrooms are meticulously renovated. The first floor features an eat-in kitchen, half bath, and open living/dining area leading to a private flagstone

  Max Bak RE/MAX RIGHT CHOICE

  28 Home Place Unit C1, Greenwich, CT 06830
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  /13

  $895,000

  • 3 Beds
  • 1 Bath
  • 1,026 Sq Ft

  167 Hollow Tree Ridge Rd, Darien, CT 06820

  Welcome to 167 Hollow Tree Ridge Road, a well-maintained and move-in-ready 3-bedroom home nestled in the heart of Darien's highly desirable Noroton Heights neighborhood. Perfectly positioned just a short walk from the train station, this location offers exceptional convenience for commuters and easy access to local amenities, including Equinox and the newly developed Darien Commons, featuring

  Derek Heering Houlihan Lawrence

  167 Hollow Tree Ridge Rd, Darien, CT 06820
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  /20

  $1,300,000

  • 2 Beds
  • 2.5 Baths
  • 2,352 Sq Ft

  172 Field Point Rd Unit 9, Greenwich, CT 06830

  Sunlit multi-level townhome just seconds away from Greenwich Avenue and train! Don't miss this opportunity to own a 2 bed, 2.1 bath end-unit in the heart of town. Enter into a foyer with ample closet space, entrance to two car garage, and a recreation room which can be utilized as a playroom, office and more. Upstairs, walk into a beautiful open floor plan with a living/dining room with sliding

  Emily Klaeboe Compass Connecticut, LLC

  172 Field Point Rd Unit 9, Greenwich, CT 06830
• 

  

  /22

  $395,000

  • 2 Beds
  • 1 Bath
  • 1,069 Sq Ft

  700 Summer St Unit 4L, Stamford, CT 06901

  Great Investor property in desirable Downtown Stamford. Occupied by Tenant in place until June, 2026. Large and spacious 2 BR / 1 Full bath, end unit apartment with walk out Balcony located near Stamford Town Center Mall, Metro North Train, restaurants, theaters, and more. This building is very well maintained and managed. Heat, hot water and cooking gas are included in common charges. Included

  Louise Petersen Century 21 AllPoints Realty

  700 Summer St Unit 4L, Stamford, CT 06901
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  /21

  $1,250,000 Open Sat 1PM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,376 Sq Ft

  9 Cottage Place, Greenwich, CT 06830

  Welcome to 9 Cottage Place! Charming and updated, this downtown Greenwich home offers a bright, open layout with an inviting kitchen featuring Carrera marble counters, and breakfast island. The living and dining areas flow seamlessly for easy everyday living. Upstairs are two spacious bedrooms and a beautifully finished bathroom. The lower level includes a flexible family room, exercise space,

  Elizabeth Levison Compass Connecticut, LLC

  9 Cottage Place, Greenwich, CT 06830
• 

  

  /23

  $263,000

  • 2 Beds
  • 1 Bath
  • 763 Sq Ft

  7 Standish Rd Unit 4, Stamford, CT 06902

  Bright and Spacious 2-Bedroom Condo with Great Layout. Welcome to this sunny and inviting two-bedroom, one-bath condo located on the second floor of a charming two-story building. The thoughtfully designed layout features an eat-in kitchen, a separate formal dining room with direct access to the backyard, a generously sized living room, and two well-proportioned bedrooms. The pet-friendly complex

  Yulka Markevich Iron Gates Realty

  7 Standish Rd Unit 4, Stamford, CT 06902
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  /7

  $85,000

  7 River Rd Unit Boat Slip A-2, Cos Cob, CT 06807

  Boat slip at palmer point marina located at A-2. Currently rented for this season.

  James Capparelle Coldwell Banker Realty

  7 River Rd Unit Boat Slip A-2, Cos Cob, CT 06807
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  /31

  $1,199,000

  • 4 Beds
  • 4 Baths
  • 2,917 Sq Ft

  20 Church St W, Greenwich, CT 06830

  Perfect for investors or owner occupancy! Spacious 2,620 sq. ft. multi-family Home boasts three apartments with easy access to shopping, dining and trains. Fully updated ground level apartment showcases hardwood floors in an open plan living room and granite clad kitchen with stainless appliances, full bath and bedroom. Main level one-bedroom apartment, also completely updated and featuring

  Alex Jacobson Houlihan Lawrence

  20 Church St W, Greenwich, CT 06830
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  /20

  $429,000

  • 2 Beds
  • 2 Baths
  • 1,145 Sq Ft

  49 Glenbrook Rd Unit 108, Stamford, CT 06902

  Tucked away in a quiet back corner, this bright and inviting one-level unit offers the perfect blend of comfort, privacy, and convenience. The spacious kitchen with pantry opens into an airy living and dining area, where a cozy fireplace creates a welcoming focal point. The primary suite features a full ensuite bath, a generous walk-through closet, and abundant natural light from large double

  Anna Gluck The Agency

  49 Glenbrook Rd Unit 108, Stamford, CT 06902
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  /21

  $300,000

  • 1 Bath
  • 759 Sq Ft

  1 Landmark Square Unit 222, Port Chester, NY 10573

  Discover modern loft living in one of Westchester’s most iconic buildings — The Landmark at 1 Landmark Square. Once home to the historic Lifesavers Candy factory, this beautifully reimagined Loft blends industrial charm with stylish updates in the heart of vibrant downtown Port Chester. Soaring 13-foot ceilings and oversized factory windows fill the space with natural light, creating an inspiring

  George Esquilin William Raveis-New York LLC

  1 Landmark Square Unit 222, Port Chester, NY 10573
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  /40

  $895,000

  • 4 Beds
  • 3 Baths
  • 2,246 Sq Ft

  19 Jamroga Ln, Stamford, CT 06905

  This stunning 4-bd, 3-bath home has been completely remodeled from top to bottom, offering a perfect blend of modern upgrades and timeless style. Located in the desirable Newfield area on a peaceful cul-de-sac, this home delivers comfort, privacy, & convenience. Every detail has been thoughtfully updated, including a brand-new roof, new HVAC system, heating, insulation, beautifully hardwood

  Martha Gomez MG Team Realty

  19 Jamroga Ln, Stamford, CT 06905
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  /38

  $9,500,000

  • 8 Beds
  • 9 Baths
  • 10,328 Sq Ft

  31 Sawmill Ln, Greenwich, CT 06830

  Extraordinary 3+acre Greenwich mid country estate in a bucolic & private setting, situated within close proximity to downtown Greenwich.This recently renovated & elegantly furnished stone Georgian Colonial blends timeless character with modern aesthetics. This substantial home features gracious & luxurious living spaces, ideal for entertaining family & friends. Architectural highlights include

  Kevin Sneddon Compass Connecticut, LLC

  31 Sawmill Ln, Greenwich, CT 06830
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  /34

  $1,350,000

  • 3 Beds
  • 2 Baths
  • 1,211 Sq Ft

  19 Weaver St, Greenwich, CT 06831

  Exceptional Development Opportunity in Glenville. Welcome to 19 Weaver St, a prime investment prospect situated in the sought-after Glenville. This unique property is nestled in an LB zone, presenting a rare opportunity for developers, builders, and contractors to capitalize on the potential for significant growth and investment returns and offering the possibility for multiple units to be built.

  Ryan Ciambriello Houlihan Lawrence

  19 Weaver St, Greenwich, CT 06831
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  /28

  $419,000

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft

  1 Landmark Square Unit 613, Port Chester, NY 10573

  Top-floor corner unit in The Landmark—a historic former Lifesavers factory—offering panoramic views and incredible natural light through dramatic 14 ft walls of 11 oversized windows. This unique loft-style condo lives like a 2BR with two separate lofts: one with closets, perfect as a bedroom or office; the other ideal as a den, playroom, or guest space. Renovated kitchen with double windows and

  Wasfiyah Talib ERA Insite Realty Services

  1 Landmark Square Unit 613, Port Chester, NY 10573
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  /16

  $1,490,000

  • 2 Beds
  • 2.5 Baths
  • 1,930 Sq Ft

  28 Home Place Unit C1, Greenwich, CT 06830

  Enjoy Greenwich townhouse living next to award-winning Bruce Park. This open, spacious 2+ bedroom, 2.5 bath home is set in a quiet enclave just minutes from shopping, train, restaurants, the beach ferry, and more. The kitchen is updated, and all bathrooms are meticulously renovated. The first floor features an eat-in kitchen, half bath, and open living/dining area leading to a private flagstone

  Max Bak RE/MAX Right Choice

  28 Home Place Unit C1, Greenwich, CT 06830
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  /16

  $380,000

  • 1 Bed
  • 1 Bath
  • 985 Sq Ft

  2 Putnam Hill Unit 1K, Greenwich, CT 06830

  Enjoy the convenience of in-town living and the incredible, oversized (1,000+ sf), PRIVATE patio perfect for entertaining, relaxing, gardening and more! This spacious, first floor, 1-bedroom unit is filled with natural light and offers easy indoor/outdoor living with access to the private patio from the kitchen and large open living/dining room. Common charges include: grounds care, snow removal,

  Gloria Gimenez-Ferrer BHHS New England Properties

  2 Putnam Hill Unit 1K, Greenwich, CT 06830
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  /17

  $425,000

  • 2 Beds
  • 1 Bath
  • 905 Sq Ft

  7 4th St Unit 4F, Stamford, CT 06905

  Welcome to the one you've been waiting for! Renovated with impeccable taste in 2023, this stunning two-bedroom residence combines flawless design with modern luxury in one of Stamford's most convenient locations. From the moment you step through the door, you'll be wowed by the open-concept layout, elegant millwork, and stylish finishes throughout. The sleek, modern kitchen features quartz

  Molly McEvoy William Pitt Sotheby's Int'l

  7 4th St Unit 4F, Stamford, CT 06905
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  /40

  $1,399,000

  • 3 Beds
  • 3 Baths
  • 2,175 Sq Ft

  88 Indian Field Rd, Greenwich, CT 06830

  Welcome to 88 Indian Field Road, where convenience meets comfort in this updated 3 bed, 3 bath cape. Seconds from the Cos Cob Train station, Greenwich schools, parks, and dozens of dining & shopping options, this home offers unparalleled accessibility. Highlights of the surprisingly spacious layout include the living room's w/b fireplace, renovated kitchen and inviting family room perfect for

  PJ Collins Keller Williams Realty Group

  88 Indian Field Rd, Greenwich, CT 06830
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  /37

  $8,490,000

  • 5 Beds
  • 7 Baths
  • 4,448 Sq Ft

  10 W Crossway, Old Greenwich, CT 06870

  Welcome to your dream vacation-like setting! This bright and spacious 5 bed 7 bath property boasts a tranquil ambiance with stunning sunsets that will take your breath away. Perfect for cozy evenings looking at the water. Multiple options for offices including bonus space above the garage are the perfect Zoom refuge. Entertain and relax on the inviting patios while taking in the breathtaking

  Christian Perry Sotheby's International Realty

  10 W Crossway, Old Greenwich, CT 06870
• 

  

  /23

  $1,825,000

  • 4 Beds
  • 2 Baths
  • 2,329 Sq Ft

  11 Pond Place, Cos Cob, CT 06807

  Welcome to 11 Pond Place-a delightful 4 bedroom, 2 bathroom home located in the heart of Cos Cob. Offering 2,329 square feet of thoughtfully designed living space, this residence combines comfort, charm, and modern style. The spacious living room features a cozy fireplace, creating the perfect setting for relaxing or entertaining. A beautifully updated kitchen is ready for your culinary

  Lindsay Clauss Sheehy Compass Connecticut, LLC

  11 Pond Place, Cos Cob, CT 06807
• 

  

  /40

  $939,000

  • 3 Beds
  • 2.5 Baths
  • 2,970 Sq Ft

  133 Macgregor Dr, Stamford, CT 06902

  Welcome to easy living in this updated, freshly painted Westover Ranch, ideally located on a quiet cul-de-sac. Generously sized rooms and a finished lower level offer plenty of flexible space. The main level features a sunlit Living Room with fireplace, spacious Dining Room, and a refreshed Eat-In Kitchen with new quartzite counters, center island with breakfast bar, and sliders to the rear yard

  Geri Guzinski William Pitt Sotheby's Int'l

  133 Macgregor Dr, Stamford, CT 06902
• 

  

  /40

  $2,149,500

  • 4 Beds
  • 3.5 Baths
  • 2,531 Sq Ft

  47 Grey Rock Dr, Greenwich, CT 06831

  Be the first to enjoy this thoughtfully renovated 4-bedroom home in the heart of historic Glenville which has been completely remodeled and expanded in 2025 with a low maintenance lifestyle in mind. The home is flooded with natural light and features an open floor plan with the option of a first-floor primary bedroom. The kitchen and dining area includes a large island, stainless steel appliances

  Marje Vance Allocco Sotheby's International Realty

  47 Grey Rock Dr, Greenwich, CT 06831
• 

  

  /27

  $799,000

  • 3 Beds
  • 3.5 Baths
  • 2,320 Sq Ft

  14 1st St Unit J, Stamford, CT 06905

  Modern Townhome Minutes from Downtown Stamford Welcome to this recently renovated beautiful townhome in a quiet 12-unit community. Enjoy a rare blend of privacy, charm, and everyday convenience What You'll Love: - Newly installed hardwood floors (2023), high ceilings, and solid wood doors - Brick and stone exterior with large bay and picture windows for abundant natural light - One-car

  David White OwnerEntry.com

  14 1st St Unit J, Stamford, CT 06905
• 

  

  /25

  $674,000

  • 2 Beds
  • 2.5 Baths
  • 1,406 Sq Ft

  320 Strawberry Hill Ave Unit 15, Stamford, CT 06902

  Welcome to maintenance-free living in Strawberry Woods-one of Stamford's most sought-after private communities. Ideally located in mid-city, this spacious end-unit townhome is just a short walk to the train, shops, restaurants, fitness centers, schools, and houses of worship, yet privately set within 19 acres of beautifully manicured grounds. The main level features an open-concept living and

  Marc Fraioli Realty ONE Group Connect

  320 Strawberry Hill Ave Unit 15, Stamford, CT 06902
• 

  

  /12

  $794,000

  • 3 Beds
  • 2.5 Baths
  • 1,830 Sq Ft

  99 Woodbury Ave, Stamford, CT 06907

  Opportunity awaits in this expanded Cape-style home located in the heart of sought-after Springdale! Set on a spacious and private 0.35-acre lot, this charming property features a fenced-in yard and an attached garage-offering both space and potential. Inside, you'll find 1,830 square feet of living space with 8 rooms, including 3 bedrooms and 2.5 bathrooms. Built in 1940, the home offers

  Jolanta Rojek eXp Realty

  99 Woodbury Ave, Stamford, CT 06907

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