Old Greenwich, CT Homes

/31
$8,880,000
- 6 Beds
- 8 Baths
- 7,718 Sq Ft
15 Vineyard Ln, Greenwich, CT 06831

Location, location, location! This stunning stone colonial sits on 2 park like acres just minutes from downtown Greenwich. With over 9,000 sq ft of beautiful living space, this 6-bedroom, 6.5-bath home offers graciously scaled rooms and an exceptional floor plan. The luxurious primary suite features a fireplace, dual bathrooms, and walk-in closets. Enjoy the spacious playroom over the garage, a

Megan Sullivan

Douglas Elliman of Connecticut

(475) 265-6175

15 Vineyard Ln, Greenwich, CT 06831
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/66

$2,745 - $3,415 total monthly price

Allure @ Harbor Point

Studio - 1 Bed

850 Pacific St, Stamford, CT 06902

Welcome to a new way of living on the waterfront. Allure offers luxury studio, 1, 2, 3 & 4 bedroom homes with elegance in each detail, spacious floorplans and spectacular views of Manhattan’s skyline. At Allure, experience the height of luxury living in Stamford.

850 Pacific St, Stamford, CT 06902
/35
$4,753,000 Sold Apr 20, 2026

24 Annjim Dr, Greenwich, CT 06830
- 5 Beds
- 4.5 Baths
- 4,937 Sq Ft
- Built 2001
Last Sold Summary
- 12% Above List Price
- $963/SF
- 5 Days On Market
Last Listing Agent Amanda Bates Houlihan Lawrence

24 Annjim Dr, Greenwich, CT 06830

Est $809,941 Not Listed For Sale

108 Seaside Ave Unit 10, Stamford, CT 06902
- 3 Beds
- 3.5 Baths
- 2,728 Sq Ft
- Built 2014
108 Seaside Ave Unit 10, Stamford, CT 06902

Last Sold Summary
- 2% Above List Price
- $291/SF
- 22 Days On Market
- Last Sold Price $795,000
- Apr 18, 2025
Last Listing Agent Arlene Bubbico Coldwell Banker Realty

/22
$2,930,000 Pending
- 3 Beds
- 3.5 Baths
- 3,163 Sq Ft
25 Woodland Dr Unit C, Greenwich, CT 06830

Single-family home, positioned at the rear of Avenue Terrace, a private six-home enclave in Downtown Greenwich constructed by Orlando Development. Exceptionally bright family room, Sub-Zero and Wolf appliances, gas fireplace, custom built-ins, separate first-floor office, and space available for future elevator installation.Primary bedroom beamed ceiling, fully outfitted walk-in closet and

Andrew Smith

Houlihan Lawrence

(475) 255-2547

25 Woodland Dr Unit C, Greenwich, CT 06830
/40
$4,800 per month
- 3 Beds
- 3 Baths
- 2,112 Sq Ft
- House for Rent
80 Ridgewood Ave, Stamford, CT 06907

Spectacular open concept living in this deceivingly large cape in Springdale on a quiet dead end street. As you enter through the front door, you have views directly into the backyard from the oversized picture window. Spacious living room w/ fireplace flows into the oversized dining/family room area w/ vaulted ceilings and sliders that lead out to the Trex deck. The modern kitchen has Carrara

Max Dober Keller Williams Prestige Prop.

80 Ridgewood Ave, Stamford, CT 06907
$295,000 Sold Sep 04, 2025

71 Strawberry Hill Ave Unit 1116, Stamford, CT 06902
- 2 Beds
- 1 Bath
- 875 Sq Ft
- Built 1959
Last Sold Summary
- $337/SF
- 34 Days On Market
Current Estimated Value $303,862

Last Listing Agent Marc Fraioli Realty ONE Group Connect

71 Strawberry Hill Ave Unit 1116, Stamford, CT 06902

Not Listed For Sale

305 Sylvan Knoll Rd, Stamford, CT 06902
- 2 Beds
- 1 Bath
- 1,100 Sq Ft
- Built 1955
305 Sylvan Knoll Rd, Stamford, CT 06902

Last Sold Summary
- $277/SF
- 54 Days On Market
- Last Sold Price $305,000
- Jan 12, 2024
Last Listing Agent Rita Magyar William Raveis Real Estate

/35
$1,999,000 Under Contract
- 7 Beds
- 5 Baths
- 4,626 Sq Ft
225 Washington Blvd, Stamford, CT 06902

Exceptional turnkey investment opportunity in Stamford's premier waterfront Harbor Point neighborhood. This recently renovated income-producing property offers a rare blend of modern design, flexibility, and strong revenue potential in one of Fairfield County's most sought-after locations. Pro forma projections reflect an estimated 9+ cap at market rents, presenting a compelling opportunity for

Arian Hoxha

Serhant Connecticut, LLC

(475) 405-1249

225 Washington Blvd, Stamford, CT 06902
/89

$2,495 - $5,895 total monthly price

Beacon Harbor Point

Studio - 2 Beds

1 Harbor Point Rd, Stamford, CT 06902

Beacon Harbor Point is a community offering a great residential environment, upscale amenities and excellent service for our residents. We offer studio, one and two bedroom apartment homes that are sure to please even those with the most discriminating tastes. Whether you want to relax on our Rooftop Terrace and take in our great views of the Long Island Sound or host a party in our great room,

1 Harbor Point Rd, Stamford, CT 06902
/2
$21,000,000 Sold Aug 06, 2025

198 Shore Rd, Old Greenwich, CT 06870
- 6 Beds
- 7 Baths
- 7,323 Sq Ft
- Built 2025
Last Sold Summary
- 4% Below List Price
- $2,868/SF
- 43 Days On Market
Last Listing Agent Heather Platt Sotheby's International Realty

198 Shore Rd, Old Greenwich, CT 06870

/32
Not Listed For Sale

550 River Rd, Greenwich, CT 06807
- 6 Beds
- 5.5 Baths
- 4,645 Sq Ft
- Built 2017
550 River Rd, Greenwich, CT 06807

Last Sold Summary
- $617/SF
- 21 Days On Market
- Last Sold Price $2,865,000
- May 29, 2024
Last Listing Agent Cora Lynch-O'Meara Brown Harris Stevens CT, LLC

/49
$7,750,000 Pending
- 4 Beds
- 4.5 Baths
- 6,600 Sq Ft
52 Ridge St, Greenwich, CT 06830

Welcome to this custom Charles Hilton-designed stone Georgian style masterpiece in the heart of downtown Greenwich. Completed in 2018, this exceptional custom home perfectly balances classic architecture with modern luxury across four levels served by an elevator. Set on .33 acres, it offers sweeping views of downtown and glimpses of the Long Island Sound. A dramatic central staircase connects

Megan Sullivan

Douglas Elliman of Connecticut

(475) 471-1130

52 Ridge St, Greenwich, CT 06830
/28
$2,218 per month
- 1 Bed
- 1 Bath
- 600 Sq Ft
- House for Rent
711 Summer St Unit 567, Stamford, CT 06901

Toll Brothers apartment living communities combine the energy of vibrant locations with unparalleled amenities, resident services, and the design and expertise of America's luxury home builder. Refreshingly modern- experience its boutique hospitality- inspired atmosphere ready to welcome you home. Julius has left no detail overlooked offering meticulously curated apartment homes filled with

jarah tuttle Jarah Tuttle

711 Summer St Unit 567, Stamford, CT 06901
$615,000 Sold Oct 24, 2025

42 Sylvan Knoll Rd, Stamford, CT 06902
- 4 Beds
- 1 Bath
- 1,238 Sq Ft
- Built 1948
Last Sold Summary
- 1% Above List Price
- $497/SF
- 55 Days On Market
Current Estimated Value $634,494

Last Listing Agent Glenn Marr Marr Caruso Realty Group

42 Sylvan Knoll Rd, Stamford, CT 06902

/27
Not Listed For Sale

35 Walnut Ridge Ct, Stamford, CT 06905
- 5 Beds
- 4.5 Baths
- 4,793 Sq Ft
- Built 2021
35 Walnut Ridge Ct, Stamford, CT 06905

Last Sold Summary
- 7% Above List Price
- $328/SF
- 66 Days On Market
- Last Sold Price $1,570,000
- Jun 01, 2023
Last Listing Agent Cristina Hungria William Pitt Sotheby's Int'l

/39
$1,849,000 Open Fri 10AM - 12PM
- 4 Beds
- 5 Baths
- 5,079 Sq Ft
231 Roxbury Rd, Stamford, CT 06902

Timeless and charming, this home-originally built as a dairy farm in 1925-has been thoughtfully expanded and updated for modern living, offering over 5,000 sq ft of beautifully finished space on nearly one acre of private, park-like property.A welcoming wraparound porch invites you in, where hardwood floors throughout and fresh interior paint create a move-in ready feel. Generous room sizes and a

Suzette Kraus

Compass Connecticut, LLC

(475) 265-8334

231 Roxbury Rd, Stamford, CT 06902
/31

$2,982 - $5,957 total monthly price

18 Dock Apartments

Studio - 3 Beds

18 Dock St, Stamford, CT 06902

18 Dock is Stamford's newest standard of sophistication. Tailored with your lifestyle in mind, our exquisitely crafted apartments, ranging from studio to 3 bedrooms, redefine luxury living. Indulge in an oasis with resort-style amenities, offering an unrivaled experience. With convenient transportation access and thoughtfully designed living spaces adorned with lavish finishes, bespoke details,

18 Dock St, Stamford, CT 06902
$765,000 Sold Apr 17, 2026

91 Dann Dr, Stamford, CT 06905
- 3 Beds
- 2.5 Baths
- 1,413 Sq Ft
- Built 1955
Last Sold Summary
- 11% Above List Price
- $541/SF
- 13 Days On Market
Current Estimated Value $701,924

Last Listing Agent Nick Jaku William Raveis Real Estate

91 Dann Dr, Stamford, CT 06905

/36
Not Listed For Sale

1 Stepping Stone Ln, Greenwich, CT 06830
- 4 Beds
- 4.5 Baths
- 4,115 Sq Ft
- Built 1975
1 Stepping Stone Ln, Greenwich, CT 06830

Last Sold Summary
- 24% Above List Price
- $629/SF
- 90 Days On Market
- Last Sold Price $2,587,500
- Aug 30, 2024
Last Listing Agent Salley Maloney Houlihan Lawrence

/37
$1,050,000
- 6 Beds
- 3 Baths
- 3,927 Sq Ft
21 Hirsch Rd, Stamford, CT 06905

This beautifully renovated two-family home in a highly desirable Stamford location is the one you've been waiting for. Conveniently situated near shopping, dining, entertainment, and transportation, it's just minutes from downtown Stamford and the train station. The first-floor unit features three spacious bedrooms, two full bathrooms, a bright living room, a dining area, and an eat-in kitchen.

Hy Natarajan

Keller Williams Prestige Prop.

(475) 264-4148

21 Hirsch Rd, Stamford, CT 06905
/12
$5,500 per month
- 3 Beds
- 2 Baths
- 1,300 Sq Ft
- Condo for Rent
45 Bible St Unit 2nd Floor, Cos Cob, CT 06807

3 bedroom, 2 bathroom recently renovated apartment in Cos Cob. Bright and spacious 2nd floor unit. Beautiful eat in kitchen with new cabinets, countertops, and appliances as well as a sliding glass door which leads to landscaped yard and patio. Additional dining and living room area with views of Bible Street Park. 2 reserved parking spots. Storage in attic. Close to town, schools, and park with

Milo Ceci Ceci Properties

45 Bible St Unit 2nd Floor, Cos Cob, CT 06807
$380,000 Sold Sep 26, 2025

65 Glenbrook Rd Unit 8B, Stamford, CT 06902
- 2 Beds
- 2 Baths
- 1,336 Sq Ft
- Built 1964
Last Sold Summary
- 1% Below List Price
- $284/SF
- 75 Days On Market
Last Listing Agent Ying Gao Golden Heights LLC

65 Glenbrook Rd Unit 8B, Stamford, CT 06902

Est $704,128 Not Listed For Sale

20 3rd St Unit 13, Stamford, CT 06905
- 3 Beds
- 2.5 Baths
- 1,785 Sq Ft
- Built 2018
20 3rd St Unit 13, Stamford, CT 06905

Last Sold Summary
- 4% Above List Price
- $378/SF
- 122 Days On Market
- Last Sold Price $675,000
- Jun 12, 2023
Last Listing Agent Michelle Zinsser Berkshire Hathaway Home Services

/22
$549,000 Open House 5/02
- 1 Bed
- 1.5 Baths
- 1,421 Sq Ft
104 North St Unit 804, Stamford, CT 06902

Special penthouse-style residence with a flexible layout that lives like a two-bedroom, in a desirable, evolving building, perfectly positioned in Stamford's vibrant downtown - moments from restaurants, shopping, and everyday convenience. From the moment you walk in, the light, space, and views immediately stand out. The open living and dining area is bright and inviting, anchored by a

Kaitlyn D'Ambrosio

Compass Connecticut, LLC

(475) 255-0612

104 North St Unit 804, Stamford, CT 06902
/69

$2,248 - $6,533 total monthly price

TGM Anchor Point

Studio - 3 Beds

150 Southfield Ave, Stamford, CT 06902

Enjoy our state-of-the-art 2-level athletic club with Matrix Series 7xi equipment, outdoor swimming pool facing the harbor, and indoor basketball and racquetball courts. Relax in the cafe lounge with fresh coffee and Wi-Fi or take a walk on our scenic boardwalk overlooking Stamford Harbor. Walk along the boardwalk and enjoy all of the restaurants Stamford Harbor has to offer. Enjoying an

150 Southfield Ave, Stamford, CT 06902
$803,000 Sold Oct 03, 2025

123 Harbor Dr Unit 311, Stamford, CT 06902
- 2 Beds
- 2.5 Baths
- 1,525 Sq Ft
- Built 1985
Last Sold Summary
- 10% Above List Price
- $527/SF
- 10 Days On Market
Current Estimated Value $814,198

Last Listing Agent Susan Pitkin-Rudnick William Raveis Real Estate

123 Harbor Dr Unit 311, Stamford, CT 06902

/20
Not Listed For Sale

5 Putnam Hill Unit 2H, Greenwich, CT 06830
- 3 Beds
- 2 Baths
- 1,580 Sq Ft
- Built 1956
5 Putnam Hill Unit 2H, Greenwich, CT 06830

Last Sold Summary
- $547/SF
- 40 Days On Market
- Last Sold Price $865,000
- Dec 05, 2024
Last Listing Agent Krissy Blake Sotheby's International Realty

/26
$899,000 Pending
- 3 Beds
- 3 Baths
- 1,902 Sq Ft
5 Brighton Place, Stamford, CT 06902

Centrally located on a quiet triple cul de sac, this inviting home offers an open floor plan, abundant natural light, and thoughtful updates throughout. It features 3 bedrooms and 3 full bathrooms, with hardwood floors running throughout the home. The living room with fireplace flows into the dining room, where sliders open to a spacious deck with an awning. The updated kitchen features a

Adam Wagner

Keller Williams Prestige Prop.

(475) 471-1090

5 Brighton Place, Stamford, CT 06902
/16
$1,845 per month
- 1 Bath
- 530 Sq Ft
- House for Rent
444 Bedford St Unit 7C, Stamford, CT 06901

YOU can't get any closer to living downtown than right here! This immaculate sun-filled studio offers space plus all the conveniences of Stamford outside your door. A nice updated kitchen and a balcony for relaxing and dining are 2 of the perks offered. An assigned parking space along with heat, hot water, and cooking gas included make this rental your likely choice!

Garth Schwamm Berkshire Hathaway NE Prop.

444 Bedford St Unit 7C, Stamford, CT 06901
/21
$1,035,000 Sold Aug 11, 2025

112 Greenwich Hills Dr, Greenwich, CT 06831
- 3 Beds
- 2.5 Baths
- 2,112 Sq Ft
- Built 1976
Last Sold Summary
- 4% Above List Price
- $490/SF
- 43 Days On Market
Last Listing Agent Emily Klaeboe Cerussi Compass Connecticut, LLC

112 Greenwich Hills Dr, Greenwich, CT 06831

Not Listed For Sale

39 Riverside Ave Unit 3B, Stamford, CT 06905
- 2 Beds
- 2 Baths
- 1,193 Sq Ft
- Built 1976
39 Riverside Ave Unit 3B, Stamford, CT 06905

Last Sold Summary
- $407/SF
- 6 Days On Market
- Last Sold Price $486,000
- Oct 31, 2024
Last Listing Agent Nicholas Tarquino Carbutti & Co., Realtors

/29
$6,000,000 Under Contract
- 6 Beds
- 8 Baths
- 6,998 Sq Ft
9 Frost Rd, Greenwich, CT 06830

Exquisitely renovated Cotswold-style manor on a private road, blending timeless charm with modern elegance. Set on two serene, landscaped acres overlooking Horseneck Brook, this home offers tranquility and understated sophistication. A gourmet kitchen anchors the home with high-end finishes and seamless flow for everyday living and entertaining. French doors from the living, dining, and kitchen

Linna Yuen

Coldwell Banker Realty

(475) 252-8941

9 Frost Rd, Greenwich, CT 06830
/25

$2,650 - $5,350 total monthly price

Infinity Harbor Point

1 - 2 Beds

201 Commons Park S, Stamford, CT 06902

Come experience the best in apartment community living at Infinity Harbor Point in Stamford, Connecticut. Our fabulous area gives you breathtaking views of Long Island Sound and beautiful Manhattan. In addition to the amazing surroundings, our elite location places you minutes from the Connecticut Turnpike, restaurants, shopping, and entertainment venues all nearby. Come live the lifestyle you

201 Commons Park S, Stamford, CT 06902
$1,925,000 Sold Aug 12, 2025

16 Dubois St, Darien, CT 06820
- 4 Beds
- 2.5 Baths
- 2,337 Sq Ft
- Built 1940
Last Sold Summary
- 7% Above List Price
- $824/SF
- 7 Days On Market
Current Estimated Value $2,021,364

Last Listing Agent Cheryl Williams Brown Harris Stevens

16 Dubois St, Darien, CT 06820

Est $324,928 Not Listed For Sale

1 Landmark Square Unit 225, Port Chester, NY 10573
- 1 Bed
- 1 Bath
- 752 Sq Ft
- Built 1988
1 Landmark Square Unit 225, Port Chester, NY 10573

Last Sold Summary
- 10% Above List Price
- $392/SF
- 28 Days On Market
- Last Sold Price $295,000
- Feb 28, 2024
Last Listing Agent Michelle Madaffari Houlihan Lawrence Inc.

/29
$366,060 Pending
- 3 Beds
- 2.5 Baths
- 1,380 Sq Ft
46 Young Dixon Way Unit 46, Stamford, CT 06902

RARE INCOME-BASED OPPORTUNITY for homeownership in this newer, very pretty townhome! Please see addendum for qualifications. Bright & beautifully maintained, you'll enjoy an easy flow of sun-drenched living spaces featuring 3 generous bedrooms, 2.5 baths, second floor laundry room, hardwood flooring throughout, a sparkling kitchen w/quartz countertops which opens to the dining area featuring

Melanie Healey

Coldwell Banker Realty

(475) 206-0356

46 Young Dixon Way Unit 46, Stamford, CT 06902
/68
$39,500 per month
- 6 Beds
- 9 Baths
- 8,482 Sq Ft
- House for Rent
59 Cat Rock Rd, Cos Cob, CT 06807

The ideal country House for your unforgettable Summer/Fall In Greenwich. Available from June 21st - September 13th. This amazing shingle style home was custom built in 2010 and offers 8482 square feet of beautifully detailed interior spaces with high ceilings Throughout. Offering graciously scaled public rooms, a private study, gorgeous formal dining room, a gourmet kitchen with breakfast room,

Stephen Archino Sotheby's International Realty

59 Cat Rock Rd, Cos Cob, CT 06807
/20
$825,000 Sold Jun 09, 2025

4 Putnam Hill Unit 1G, Greenwich, CT 06830
- 3 Beds
- 2 Baths
- 1,560 Sq Ft
- Built 1956
Last Sold Summary
- 3% Above List Price
- $529/SF
- 12 Days On Market
Last Listing Agent Karen Scrivanos Oztemel BHHS New England Properties

4 Putnam Hill Unit 1G, Greenwich, CT 06830

/38
Est $1,592,437 Not Listed For Sale

77 Havemeyer Ln Unit 31, Stamford, CT 06902
- 3 Beds
- 3.5 Baths
- 3,087 Sq Ft
- Built 2010
77 Havemeyer Ln Unit 31, Stamford, CT 06902

Last Sold Summary
- 1% Below List Price
- $522/SF
- 9 Days On Market
- Last Sold Price $1,610,000
- Jun 26, 2024
Last Listing Agent Robin Bartholomew BHHS New England Properties

Showing Results 41 - 80, Page 2 of 18

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