Refine Search
Sort by
37 Gerry St, Greenwich
$1,625,000
7 Beds ⋅ 5 Baths ⋅ 24154495 MLS
An exceptional two-family residence in the heart of Greenwich, this property seamlessly blends timeless elegance with modern sophistication. The first-floor unit offers 3 spacious bedrooms and 2 full baths beneath soaring 9+ foot ceilings, with gleaming hardwood floors throughout. A stunning chef's kitchen features brand-new stainless steel appliances and quartz countertops. The primary suite boasts a luxurious en suite bath and walk-in closet. Additional highlights include a lower level rec room with an extra bedroom and full bath, Generac generator, exterior video surveillance, in-unit washer and dryer, dedicated off-street parking, and storage. The second-floor residence presents three bedrooms and two full baths, thoughtfully updated for refined comfort. A beautifully renovated kitchen showcases sleek finishes and generous cabinetry, while the serene primary suite offers a spa-inspired bath and ample closet space. Sunlight fills every room, enhancing the warm, inviting ambiance. Outside, a manicured yard provides the perfect setting for alfresco dining or gardening. Enjoy access to all Greenwich town parks and premier shopping and dining along Greenwich Avenue. Conveniently located near Interstate 95, Metro-North Railroad, the Merritt Parkway, Boston Post Road, and Westchester County Airport for effortless commuting. Could easily be converted to a single family residence.

37 Gerry St, Greenwich

18 Griffith Rd, Greenwich
$1,625,000
4 Beds ⋅ 3 Baths ⋅ 24148843 MLS
Classic Colonial set on a quiet cul-de-sac in sought after Riverside, offering space, ideal layout, and exceptional potential. This 4-bedroom, 2.5-bath home features a gracious floor plan with generously sized rooms, hardwood floors throughout, ideal for today's living. Highlights include a large primary suite with en-suite bath and walk-in closet, additional well-proportioned bedrooms, and a welcoming front porch perfect for relaxing with coffee overlooking the garden and its beautiful native blooms. The home is spacious throughout and provides an excellent opportunity to renovate and customize to your taste. Located in a prime Riverside neighborhood in the coveted North Mianus/Eastern school district. Sold as-is. Ideal for buyers looking to create their dream home in one of Greenwich's most desirable locations.

18 Griffith Rd, Greenwich

52 Center Dr, Greenwich
$1,600,000
4 Beds ⋅ 3 Baths ⋅ 24188202 MLS
Enjoy the summer in this 4 bedroom Old Greenwich home, where character, comfort, and outdoor enjoyment come together. The inviting living room with fireplace creates a warm and welcoming space, while the spacious family room offers additional room to relax and entertain. A lovely formal dining room provides even more space for gatherings. The eat-in kitchen flows to the deck and private fenced backyard, where a heated swimming pool creates your own personal summer oasis. Enjoy afternoons poolside, outdoor dining, and easy entertaining in this tranquil setting. The main level features a generously sized bedroom with its own ensuite bath, offering convenience and one-level living. Upstairs you'll find 3 additional bedrooms, including an ensuite bedroom/second primary + a full hall bath. Updates include a whole house generator, new electrical panel, new boiler (2025), new roof (2019), new pool pump (2026), central a/c, and a new washer and dryer. All in a convenient location near one of Greenwich's beautiful beaches - Tod's Point, great parks, schools, shopping, dining and transportation. A wonderful opportunity to enjoy Old Greenwich and make every day feel like a vacation -- a wonderful place to call home!

52 Center Dr, Greenwich

626 W Lyon Farm Dr Unit 626, Greenwich
$1,555,000
3 Beds ⋅ 3 Baths ⋅ 24137064 MLS ⋅ West Lyon Farm BLDG.
Located in one of Greenwich's most desirable communities, this West Lyon Farm residence blends classic style with modern comfort. The sun-filled living room with vaulted ceiling and wood-burning fireplace, flows seamlessly into the generous dining area. With 3 bedrooms and 3 full bathrooms, plus a flexible first-floor den that can serve as a 4th bedroom or home office, this home adapts to your needs. Relax or entertain on the expansive deck overlooking a peaceful, private setting. Easy access with minimal stairs from both the front entry and garage. Recent upgrades include a new roof and renovated first floor bathroom. Enjoy the Lyon Farm lifestyle, with newly refinished pool, tennis and pickle courts, and more in a park-like community.

626 W Lyon Farm Dr Unit 626, Greenwich

4 Cos Cob Ave, Greenwich
$1,530,000
4 Beds ⋅ 3 Baths ⋅ 24182748 MLS
Move right into this beautifully maintained 4-bedroom home in the heart of Cos Cob! The first floor offers a wonderful open-concept family room flowing seamlessly into the eat-in kitchen, creating the perfect space for everyday living and entertaining. A formal dining room, full bath, private office, and study complete the main level. Upstairs, you'll find four generously sized bedrooms and two full bathrooms, including access to a walk-up attic from one of the bedrooms, providing excellent storage or future expansion potential. Outside, enjoy a flat backyard and detached two-car garage. Ideally located just moments from parks, shops, restaurants, schools, and the train, this home offers the perfect combination of space, convenience, and lifestyle.

4 Cos Cob Ave, Greenwich

11 Lafayette Ct Unit APT 5B, Greenwich
$1,515,000
2 Beds ⋅ 3 Baths ⋅ 24150479 MLS ⋅ Greenwich Towers BLDG.
Experience life at elegant Greenwich Towers. Imagine owning a spacious, bright, 2-bedroom / 2.5 bath apartment in a premier in-town Greenwich location! Welcome to this splendid duplex with a wealth of newly added special features that includes rare ownership of TWO Deeded Garage Parking Spaces. It boasts a gracious, sun-filled, open floor plan with abundant windows that fill the space with sunlight and views of LI Sound & Manhattan's skyline. Owners have thoughtfully renovated and upgraded the home over the last 3-years by refinishing vintage floors, refurbishing and painting walls and deep windowsills, adding custom window treatments throughout, adding custom staircase rug / carpet up the stairs to the dramatic upper hallway, and by creating an unrivaled designer EIK! The 2025 custom EIK features natural quartzite counters & backsplash, beautiful Miralis cabinetry, abundant storage & workspace, SubZero, Wolf gas range w/oven + Wolf wall oven & microwave, wine chiller & integrated laundry center. Upstairs, the stunning Primary BR w/fireplace and sitting area plus 2nd BR w/lovely en suite both have closets with outfitted interiors. New heating units, new air conditioning and a 2Easy high tech system on each level add to the splendor - while feature sheet tells all! Residents enjoy a roof-top deck & basement storage unit that add to ease of condominium living. Walk to Metro North & enjoy Greenwich beaches, town shopping, dining and parks. Your ideal life awaits!

11 Lafayette Ct Unit APT 5B, Greenwich

20 Church St Unit A22, Greenwich
$1,425,000
2 Beds ⋅ 2 Baths ⋅ 24133253 MLS ⋅ Town & Country BLDG.
Move right in! Welcome to this fully renovated 2 bed 2 bath condo in the heart of downtown Greenwich. The whole unit has been recently updated including a brand new kitchen with custom cabinets, high end appliances, beautiful quartz backsplash/countertops and a newly added pantry. This large condo on the second floor has new hardwood floors throughout, custom window treatments, new lighting, new doors, custom closets and much more. Heated garage with one assigned parking space at $100/month. Additional parking spots are available upon request. 24/7 Doorman, concierge, one block from Greenwich Avenue, close to Whole foods and YMCA. All special assessments for this unit have been paid off by the owners.

20 Church St Unit A22, Greenwich

33 Halsey Dr, Greenwich
$1,410,000
3 Beds ⋅ 2 Baths ⋅ 24112915 MLS
This charming Old Greenwich home in the highly sought-after North Mianus/ Eastern school district is the perfect starter or the best condo alternative. A picturesque setting, this single-family dwelling comes with low property taxes, low maintenance responsibilities and costs. The first floor offers comfortable living and family room spaces, a newer kitchen with quartz countertop and stainless steel appliances, along with 1 bedroom and a new hall bath. The 2nd floor consists of 2 bedrooms (one with spacious cedar closet) and another newer full bath. The private backyard with a bluestone patio provides a serene outdoor environment, surrounded by mature trees and plantings. Many updates throughout the house; all public utilities; home is in R-7 zoning and can be expanded. This property is not in a flood zone. An Elevation Certificate and FEMA letter is available. The location is wonderful as it is quiet and convenient to all that Greenwich has to offer.

33 Halsey Dr, Greenwich

1 Havemeyer Ln, Greenwich
$1,400,000
24077866 MLS
Located on the Greenwich-Stamford border, this income-producing retail property offers a stable 6 percent cap and is leased to a successful long-term tenant under a NNN (Triple Net) lease, ensuring minimal management responsibilities for investors. Positioned on Havemeyer Lane, this property benefits from high visibility, strong consumer traffic, and easy accessibility, making it an attractive location for tenants and business operators. The combined GB (business) and R7 (residential) zoning allows for future redevelopment opportunities, offering flexibility for both commercial and residential uses. Surrounded by essential retail, dining, and service providers, this property taps into the high-income demographics of Greenwich and Stamford, with a population of nearly 200,000 residents. With passive income potential, strong tenant demand, and a high-traffic location, this is an exceptional opportunity for investors seeking a low-risk commercial asset in one of Connecticut's most affluent markets. For ALL the property information, search the address.

1 Havemeyer Ln, Greenwich

24 Taylor Dr, Greenwich
$1,395,000
3 Beds ⋅ 2 Baths ⋅ 24157194 MLS
Welcome to 24 Taylor Drive! Beautifully maintained 3-bedroom Cape nestled on a cul-de-sac in Cos Cob. Enjoy the ease of being just moments from the train, elementary school, library, and local shops-an unbeatable location for everyday living. Inside, a spacious and thoughtfully designed layout with an inviting living room and wood-burning fireplace. The kitchen blends style and function, perfect for both daily living and entertaining. Seamless indoor-outdoor flow creates versatile outdoor living space ideal for relaxing or gathering with friends and family. Whether you're searching for the perfect first home or looking to downsize without compromise, this turn-key property offers comfort, convenience, and community all in one. Don't miss the opportunity to make it yours.

24 Taylor Dr, Greenwich

15 Walker Ct, Greenwich
$1,375,000
3 Beds ⋅ 3 Baths ⋅ 24134764 MLS
Welcome to this move-in ready split-level home ideally located in the Glenville neighborhood. Set on a quiet cul-de-sac, this residence offers comfort, convenience, and great flow. The main level features a bright living room and dining area with easy access to the kitchen, perfect for everyday living and entertaining. Upstairs are three bedrooms and two full baths, including a spacious primary suite. The lower level offers a comfortable family room with a fireplace. The private yard has a relaxing hot tub-ideal for outdoor enjoyment. Additional features include central air, public utilities (water, sewer, gas), an attached garage plus a carport. Convenient to schools, parks, shopping, and major roadways, this home combines suburban tranquility with easy access to everything Greenwich has to offer.

15 Walker Ct, Greenwich

188 Hamilton Ave, Greenwich
$1,349,000
6 Beds ⋅ 4 Baths ⋅ 24137569 MLS
Exceptional investment opportunity or perfect for a buyer looking to offset mortgage costs. This beautifully maintained 3 Family home has been loved and cared for by the same family for generations. Inside you'll find a warm sense of character throughout. Recent updates include, brand new roof, new hot water heater and new central air in unit 1. Tons of storage! Each side has its own basement area. Enjoy a welcoming front porch, as well as an expansive backyard with a terraced area and a multi-purpose shed. Beautiful gardens to enjoy. Off street parking. Prime location close to schools, train, highway,Greenwich Ave.and Byram Beach Park with beach, pool, tennis courts, and boating. Move right in or invest with confidence!

188 Hamilton Ave, Greenwich

47 Lafayette Pl Unit 5H, Greenwich
$1,325,000
2 Beds ⋅ 2 Baths ⋅ 24198957 MLS ⋅ Greenwich Lodge BLDG.
Set within one of Greenwich's storied residential buildings, this exceptional two-bedroom, two-bath residence has been completely reimagined following an extensive eight-month gut renovation where no surface was left untouched. Unobstructed views of Long Island Sound and abundant natural light create a remarkable backdrop throughout. The expanded kitchen features exceptional custom cabinetry, a Wolf, Thermador and Cove appliances. Both baths were completely renovated with new fixtures and finishes, while a new laundry area with Miele washer and dryer adds modern convenience. Soaring 9-foot ceilings enhance the sense of scale and grandeur, completing a sophisticated, turnkey residence where timeless elegance meets modern luxury.

47 Lafayette Pl Unit 5H, Greenwich

19 Cross St, Greenwich
$1,325,000
3 Beds ⋅ 3 Baths ⋅ 24170385 MLS
Situated in the heart of Pemberwick, this beautifully maintained 3-bedroom home blends classic charm with modern updates. The sun-filled, renovated kitchen opens to a formal dining room and an inviting living room with a fireplace, plus a flexible space perfect for a home office or den. Glass sliders lead out to a fully fenced, professionally landscaped backyard-ideal for gatherings, play, or peaceful relaxation. Upstairs, the spacious primary suite offers a walk-in closet and a luxurious bath with a Jacuzzi tub. Two additional generously sized bedrooms share a full hall bathroom. Set in a welcoming, family-friendly neighborhood just steps from Pemberwick Park and moments from Byram Park's beach, pool, and marina. Enjoy easy access to both I-95 and the Merritt Parkway.

19 Cross St, Greenwich

33 Center Dr, Greenwich
$1,300,000
3 Beds ⋅ 2 Baths ⋅ 24189792 MLS
Nestled on a tree-lined road, this storybook Cape offers 3 bedrooms, 1 full and 1 half bath, surrounded by lush grounds offering privacy and timeless character. A welcoming front porch, immersed in nature, is the perfect place to enjoy your morning coffee. The tiered backyard features multiple terraces and a winding path to a hilltop shed ideal as a yoga studio, home office, or creative escape. Inside, a center-island kitchen flows into the breakfast room and living room. The spacious dining room is perfect for entertaining, while the primary suite offers a sitting area, office nook, and gas fireplace. The back patio creates seamless indoor-outdoor living. Easy walk to Binney Park, town, and shopping. Offered for the first time since 1998, this enchanting retreat is truly one of a kind.

33 Center Dr, Greenwich

20 Highland Pl, Greenwich
$1,300,000
4 Beds ⋅ 2 Baths ⋅ 24146060 MLS
Highest and Best Bid deadline is 12 noon on Monday, 1/12. Rare find! Updated 4 bedroom, 2 full bath Ranch with 2,041 square feet of versatile living spaces. Nestled on a 0.28 acre lot at the end of a quiet cul-de-sac, this home meets the brief of modern life, blending a highly-functional layout with the advantages of living in Greenwich. A flexible floor plan adapts to meet one's lifestyle needs with an expansive family room, an elongated dining room with skylights, a sunny living room, cheerful kitchen, four bedrooms, plus a private, lower-level home office. Hardwood floors in most rooms add warmth and character. The inviting kitchen has a high ceiling, a wall of windows, quartz countertops, stainless steel appliances, and quality cabinetry. The partially-finished, newly-carpeted lower level offers extra spaces for work, gym or playroom, as well as a mudroom/laundry area and wood workshop.Outdoor spaces include a flat front yard with a fire pit and backyard with a wrap-around stone patio with sliders from both the dining and living rooms-perfect for alfresco meals or parties. Dense three-season foliage provides privacy screening during the warmer months of outdoor living. Extensive stone masonry further enhances the property's curb appeal.Maintenance-free vinyl siding, attached oversized one-car garage, attic with pull-down stairs. Conveniently located near Metro-North train stations, I-95, top-rated schools, shopping, and parks, this Greenwich gem delivers!

20 Highland Pl, Greenwich

105 Hamilton Ave Unit 9, Greenwich
$1,275,000
2 Beds ⋅ 3 Baths ⋅ 24143005 MLS
Near Downtown Greenwich- This spacious end-unit has high ceilings, lots of storage and a flexible floor plan. Seller has made various updates; and the home is well maintained. The primary suite has a sitting area w/ fireplace and a large walk-in closet. There is a second floor w/d. The kitchen opens to an informal eat-in area; and family room with another fire place. The dining area has coffered ceilings and opens to the living room. Sound system/speakers are throughout. A private, outside terrace is accessed from the kitchen through french doors - easy for outside grilling! The 3/4 lower level offers storage and other options. There's an attached garage plus additional parking. Close to restaurants, train, shopping and a recently rebuilt magnet, elementary school.

105 Hamilton Ave Unit 9, Greenwich

10 Maple Dr, Greenwich
$1,258,000
3 Beds ⋅ 2 Baths ⋅ 24163995 MLS
Situated in the charming community of Old Greenwich, this three-bedroom, two-bath stone cape has been thoroughly redone over the last year. On the main level there is a new kitchen, living room with fireplace, updated full bath, and bedroom. The office on the main floor could serve as a 4th bedroom. Upstairs another bedroom and the primary share a bath. This home is conveniently located near Binney Park, Old Greenwich village and Tod's Point. There is also a new on-demand furnace that heats the house and hot water, new central AC, new vanities in both bathrooms, new lighting throughout and the basement is now a finished playroom. This is a great home in a great neighborhood! (see documents for a complete list of improvements)

10 Maple Dr, Greenwich

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.