Old Greenwich, CT Homes for Sale

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  /42

  $5,495,000

  • 5 Beds
  • 7 Baths
  • 8,082 Sq Ft

  583 Lake Ave, Greenwich, CT 06830

  Exquisite 1942 washed brick colonial, in the highly coveted ''Golden Triangle'' abutting Rockwood Lane. Flanked by stone pillars and a circular drive set back from the road, the sprawling 3-acre lawn adorned with specimen trees and plantings ensures privacy and serenity. Step inside and be captivated by the elegant and sophisticated ambiance that permeates every corner of this home. The large

  Cate Keeney Sotheby's International Realty

  583 Lake Ave, Greenwich, CT 06830
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• 

  

  

  /38

  $1,195,000

  Open Sun 1PM - 3:30PM Coming Soon

  • 4 Beds
  • 3 Baths
  • 2,840 Sq Ft

  104 Nutmeg Ln, Stamford, CT 06905

  End your search and move right into this spacious split level beauty conveniently located in the middle of one of Stamford's most sought after Pepper Ridge locations. Excellent layout for family living and entertaining with a very large outside space with patio and deck to enjoy year round. Immediate Occupancy!

  David Johnson Brown Harris Stevens

  104 Nutmeg Ln, Stamford, CT 06905
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  /21

  $950,000

  Open Sun 12PM - 2PM

  • 4 Beds
  • 3.5 Baths
  • 4,352 Sq Ft

  66 Treat Ave, Stamford, CT 06906

  Perfect 4 Bedroom three bathroom Home with In-Law Suite! fully renovated, home offers the perfect blend of comfort, style, and flexibility. the property features a total of 6 bedrooms, 3 full bathrooms, and 1 half bath, including a private in-law suite-ideal for extended family or multi-generational living. Or extra income. The main residence features 4 bedrooms and 3 bathrooms, including a

  Amir Badr Signature Realty

  66 Treat Ave, Stamford, CT 06906
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  /41

  $1,699,000

  • 6 Beds
  • 3 Baths
  • 2,592 Sq Ft

  37 Prospect St, Greenwich, CT 06830

  Well-maintained & fully renovated 2-family property offering exceptional flexibility, strong rental potential, and owner-user appeal. Truly a perfect investment opportunity. Unit 1 features a newly updated 2 to 3-bedroom layout with modern kitchen, in-unit laundry, private deck, and off-street parking. Unit 2 offers 3 bedrooms, open-concept eat-in kitchen & living area, den/study, 2 full baths, &

  Kelly Feda Coldwell Banker Realty

  37 Prospect St, Greenwich, CT 06830
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  /27

  $11,750,000

  New Construction

  • 6 Beds
  • 9 Baths
  • 10,078 Sq Ft

  41 Mohawk Ln, Greenwich, CT 06831

  LUMEN HOUSE Set behind a private bridge on four gated acres of west-facing land, Lumen House is a 10,000+ square foot modern estate that transcends the ordinary. Conceived through a rare collaboration between Boutique Project Development, Atkins Construction Group, and the celebrated Vakota Architecture, this six-bedroom, nine-and-a-half-bath residence stands as one of Backcountry Greenwich's

  Jeffrey Jackson Corcoran Centric Realty LLC

  41 Mohawk Ln, Greenwich, CT 06831
• 

  

  /25

  $569,000

  $20K PRICE DROP

  • 1 Bed
  • 2.5 Baths
  • 1,653 Sq Ft

  2539 Bedford St Unit 34C, Stamford, CT 06905

  Welcome to sought-after Chesterfield! Rarely available, this desirable Waterford-style unit offers an exceptional blend of space, style and convenience. The skylit, renovated kitchen impresses with vaulted ceilings, quartz countertops and stainless steel appliances. A bright living room with fireplace and sliders opens to a private deck. The dining area and powder room complete the main level.

  John Pellegrino William Raveis Real Estate

  2539 Bedford St Unit 34C, Stamford, CT 06905
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  /9

  $2,395,000

  • 6 Beds
  • 3.5 Baths
  • 2,901 Sq Ft

  46 Hillside Dr, Greenwich, CT 06830

  Take advantage of one of the most desirable locations in Greenwich. This home, with 3800 square feet of living space, is perched up high off Hillside Dr. and is ready to be re-imagined on its three-quarters of an acre setting. The property offers an abundance of privacy while being in the heart of Greenwich and just minutes from private and public schools, the train and Greenwich Avenue. Keep

  Noah Finz Houlihan Lawrence

  46 Hillside Dr, Greenwich, CT 06830
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  /13

  $239,000

  • 1 Bed
  • 1 Bath
  • 480 Sq Ft

  59 Courtland Ave Unit 2T, Stamford, CT 06902

  Move right into this beautifully renovated 1-bedroom apartment located in a desirable 55+ community. This bright and welcoming home features an updated kitchen with stylish cabinetry, quality countertops, new flooring, and premium appliances throughout. All utilities are included in the HOA fee, including electric, heat, air conditioning, water, and sewer. The owner is responsible only for

  Ying Gao Golden Heights LLC

  59 Courtland Ave Unit 2T, Stamford, CT 06902
• 

  

  /29

  $1,789,000

  Open Sun 1PM - 3PM

  • 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 on a dead-end lot. 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, relax, or spread out. The main level features hardwood floors, a newly updated kitchen that easily flows into a spacious

  Jason Saphire WWW.HOMEZU.com

  61 Center Dr, Old Greenwich, CT 06870
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  /33

  $2,995,000

  Open Sat 2PM - 4PM

  • 5 Beds
  • 4.5 Baths
  • 6,195 Sq Ft

  5 Middlesex Rd, Darien, CT 06820

  Step into a truly special offering- a stately New England home, thoughtfully RENOVATED and completely MOVE-IN READY. Conveniently located close to the train, elementary school, downtown shopping/dining, and parks. Situated on over half an acre this home also enjoys access to a private Cul de sac ideal for bike rides and walks, creating a true neighborhood feel. As you enter the home, you are

  Allison Santopietro William Raveis Real Estate

  5 Middlesex Rd, Darien, CT 06820
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  /39

  $1,950,000

  • 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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  /37

  $449,500

  • 1 Bed
  • 1 Bath
  • 1,080 Sq Ft

  1 Landmark Square Unit 607, Port Chester, NY 10573

  A rare opportunity to own a redesigned corner penthouse apartment in the iconic and historic Lifesaver Building in Port Chester. This sun-drenched, bi-level residence has been completely renovated, blending modern design with dramatic architectural character. The walk-up spacious loft can be easily used as second sleeping area, or den, or an office. The spacious one-bedroom features 14-foot

  Theodore Weinstein REO Edge LLC

  1 Landmark Square Unit 607, Port Chester, NY 10573
• 

  

  /3

  $985,000

  • 4 Beds
  • 3 Baths
  • 3,044 Sq Ft

  34 Raymond St, Stamford, CT 06902

  Great multi-family investment opportunity in Stamford!

  Wende Foreman William Pitt Sotheby's Int'l

  34 Raymond St, Stamford, CT 06902
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  /27

  $1,199,000

  • 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
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  /17

  $210,000

  • 1 Bed
  • 1 Bath
  • 599 Sq Ft

  140 Grove St Unit 4G, Stamford, CT 06901

  In the middle of it all! East facing and light-filled one bedroom unit at 140 Grove Street. Stroll to restaurants and downtown Stamford - and less than a mile to Metro North and I-95. Reserved parking, #39, steps away from the stair-free back entrance. Secure building with welcoming lobby, clean and bright shared laundry room, and plenty of visitor parking. Monthly HOA covers heat, water, cooking

  Sara Hesli Houlihan Lawrence

  140 Grove St Unit 4G, Stamford, CT 06901
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  /24

  $1,950,000

  Open Sun 12PM - 2PM

  • 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
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  /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
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  /22

  $569,900

  Open Fri 11AM - 1PM

  • 2 Beds
  • 2 Baths
  • 1,199 Sq Ft

  2437 Bedford St Unit B1, Stamford, CT 06905

  Welcome to The Chesterfield ... Enjoy easy, carefree living in this spacious, FIRST FLOOR 2BR/2B ranch-style end unit just minutes from everything you need! Chesterfield, a peaceful, sought after community with gated entry, boasts quiet tree-lined streets, 2-community pools and clubhouse, yet is conveniently located directly across from Ridgeway Shopping Center and minutes from your choice of

  Susan Kosterich Berkshire Hathaway NE Prop.

  2437 Bedford St Unit B1, Stamford, CT 06905
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  /25

  $699,000

  $51K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,164 Sq Ft

  125 Oaklawn Ave, Stamford, CT 06905

  Ideally situated in a sought-after Stamford neighborhood, 125 Oaklawn Avenue offers a rare opportunity to create something special. Set on a well-maintained property, this home features sun-filled interiors and a comfortable flow for everyday living. The kitchen opens to the dining and living rooms, while the second floor includes three bedrooms and one full bath. A spacious, level backyard

  Kristen Studwell Compass Connecticut, LLC

  125 Oaklawn Ave, Stamford, CT 06905
• 

  

  /19

  $1,150,000

  • 3 Beds
  • 2.5 Baths
  • 2,240 Sq Ft

  149 Byram Rd Unit B, Greenwich, CT 06830

  This sunlit townhouse effortlessly combines style, comfort, and convenience. With 9-foot ceilings and hardwood floors on the first two levels, the open-concept design flows into a gourmet kitchen featuring stainless steel appliances, granite countertops, and a center island with a breakfast bar. Conveniently located 1/2 bathroom next to the front door. Step outside to a private stone terrace,

  Cesar Rabellino Compass Connecticut, LLC

  149 Byram Rd Unit B, Greenwich, CT 06830
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  /8

  $8,995,000

  New Construction

  • 6 Beds
  • 10 Baths
  • 10,216 Sq Ft

  2 Stillman Ln, Greenwich, CT 06831

  Exceptional 2026 new construction offering resort-style living across a main residence + pool house on a private one-acre lot close to town. Designed by Schettino, the main house features 5 bedrooms, 7 full baths + 2 powder rooms with a seamless, light-filled floor plan ideal for entertaining and everyday living. The second floor incl a luxurious primary suite w balcony, dual walk-in closets, +

  Amanda Bates Houlihan Lawrence

  2 Stillman Ln, Greenwich, CT 06831
• 

  

  /7

  $9,350,000

  • 6 Beds
  • 8 Baths
  • 7,072 Sq Ft

  12 Woodside Rd, Greenwich, CT 06830

  DEER PARK WOODSIDE: This distinguished 1930's brick Georgian is set on a serene, oversized lot within Deer Park Association, embodying the timeless architectural presence of a classic pre-war brick manor. Originally designed as an elegant six-bedroom, six-bath residence, the home offers an exciting opportunity to be reimagined for its next chapter. The exceptional grounds unfold across expansive,

  Leslie McElwreath Sotheby's International Realty

  12 Woodside Rd, Greenwich, CT 06830
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  /18

  $225,000

  • 1 Bath
  • 590 Sq Ft

  700 Summer St Unit 1F, Stamford, CT 06901

  . Attention investors! This office condo offers excellent potential for residential conversion, subject to obtaining a Certificate of Occupancy (CO) from City Hall. Buyers are encouraged to perform their own due diligence. With light renovations, this approximately 600 sq ft space can be transformed into a stylish studio or one-bedroom apartment in a prime location. Low common charges add to the

  Yulka Markevich Iron Gates Realty

  700 Summer St Unit 1F, Stamford, CT 06901
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  /47

  $4,125,000

  • 7 Beds
  • 5.5 Baths
  • 5,657 Sq Ft

  42 Bruce Park Dr, Greenwich, CT 06830

  Introducing ''The Ledges,'' a timeless 1924 Colonial gracefully set on an extraordinary 2.37-acre park-like property in the R-12 zone! Possible subdivision. Encompassing approximately 5,924 sq. ft., this absolutely charming residence is rich in character with exceptional ceiling height, elegant architectural details, and beautifully scaled public rooms designed for both grand entertaining and

  Stephen Archino Sotheby's International Realty

  42 Bruce Park Dr, Greenwich, CT 06830
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  /29

  $4,500,000

  • 5 Beds
  • 5.5 Baths
  • 4,573 Sq Ft

  16 Vineyard Ln, Greenwich, CT 06831

  Set on two picturesque acres in a premier Greenwich estate neighborhood, this exceptional property offers the perfect canvas to design and build your ultimate dream home. Surrounded by natural beauty with a serene, park-like setting, it provides both privacy and prestige. Ideally located just minutes from downtown, Greenwich Avenue, top-rated schools, and the Metro-North train station, offering

  Alison Farn-Leigh Brown Harris Stevens CT, LLC

  16 Vineyard Ln, Greenwich, CT 06831
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  /44

  $1,590,000

  • 2 Beds
  • 3 Baths
  • 2,406 Sq Ft

  30 Chapel St, Greenwich, CT 06831

  Original farm house (unit 1) was renovated in 2018. The tiled entry leads to the family room w adjoining dining room and full bath.. Kitchen features modern white cabinets, quartz countertops, stainless steel appliances and separate pantry. Second floor features a landing leading to the bedroom with ensuite bath and large office/WIC. Separate laundry area and door to access the rear yard. 3rd

  Michael Thornton White Oak Realty, Inc.

  30 Chapel St, Greenwich, CT 06831
• 

  

  /31

  $7,995,000

  • 5 Beds
  • 8 Baths
  • 9,716 Sq Ft

  24 Stillman Ln, Greenwich, CT 06831

  Sport lovers dream - Set on a quiet cul-de-sac within Sherwood Farms, this custom-built 2013 residence offers four finished levels of thoughtfully designed living space paired with exceptional recreational and lifestyle amenities. High ceilings, abundant natural light and seamless flow define the main level, where formal living and dining rooms connect effortlessly to an expansive open-concept

  Amanda Bates Houlihan Lawrence Inc.

  24 Stillman Ln, Greenwich, CT 06831
• 

  

  /57

  $5,400,000

  Open Sat 11AM - 1PM

  • 5 Beds
  • 9 Baths
  • 8,603 Sq Ft

  20 Oak St, Greenwich, CT 06831

  Set on a quiet private lane, this 8,600-square-foot residence spans four finished levels with elevator access throughout. A marble entry gallery with soaring ceilings introduces expansive living and entertaining spaces, including a formal dining room with wet bar, chef's kitchen with Viking, Bosch, and Sub-Zero appliances, and a sunlit family room opening to outdoor dining areas. The home offers

  Matthew Tallett Brown Harris Stevens CT, LLC

  20 Oak St, Greenwich, CT 06831
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  /33

  $1,295,000

  • 3 Beds
  • 2.5 Baths
  • 2,165 Sq Ft

  35 Terrace Place Unit 1, Stamford, CT 06902

  Luxury. Location. Lifestyle. Welcome to this stunning 3BR/3BA detached luxury townhome in the heart of Stamford. Completed in 2021 and elevated with curated, bespoke high-end finishes throughout, including gorgeous whitewashed hardwood flooring, this sun-drenched modern residence offers a seamless open-concept layout designed for everyday living, effortless entertaining, style & functionality.

  Stephanie Rosenhaus William Raveis Real Estate

  35 Terrace Place Unit 1, Stamford, CT 06902
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  /12

  $390,000

  • 2 Beds
  • 1 Bath
  • 978 Sq Ft

  39 Glenbrook Rd Unit 5F, Stamford, CT 06902

  Desirable downtown location close to shopping, dining, public transportation, and major conveniences. Easy access to I-95 for commuters. This beautifully renovated unit features an updated kitchen and bathroom, a spacious living room with ample storage, and bright, sunny bedrooms. Hardwood floors run throughout the home, and all rooms have been freshly painted. Laundry facilities in the basement

  Shan Guan Coraland Realty

  39 Glenbrook Rd Unit 5F, Stamford, CT 06902
• 

  

  /19

  $975,000

  • 4 Beds
  • 2.5 Baths
  • 2,708 Sq Ft

  151 Sun Dance Rd, Stamford, CT 06905

  Welcome home! This spacious 4-bedroom, 2.5-bathroom home offers the perfect blend of comfort and convenience. Inside, you'll find plenty of room to spread out, featuring generously sized bedrooms and a versatile layout designed for modern living. The outdoor space is just as impressive, boasting a beautifully maintained large yard perfect for weekend BBQs, gardening, or simply relaxing. Location

  omar arce Marr Caruso Realty Group

  151 Sun Dance Rd, Stamford, CT 06905
• 

  

  /58

  $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
• 

  

  /16

  $375,000

  • 1 Bath
  • 400 Sq Ft

  52 Lafayette Place Unit 1F, Greenwich, CT 06830

  Bright & sunny move-in-ready studio in the heart of downtown Greenwich, just one block from Greenwich Avenue. Ideal as a pied-à-terre, full-time residence, or investment property. Recently updated kitchen features high-end appliances, sleek cabinetry, and stylish finishes. Elegant wood floors, recessed lighting, plantation shutters, and multiple closets add charm and functionality throughout.

  Michael Parelli Mike Parelli Real Estate LLC

  52 Lafayette Place Unit 1F, Greenwich, CT 06830
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  /27

  $259,900

  • 2 Beds
  • 1 Bath
  • 875 Sq Ft

  71 Strawberry Hill Ave Unit 221, Stamford, CT 06902

  Fountain Terrace gated community with guard-controlled entry serving both buildings. Spacious 2BR unit offering excellent storage, an oversized living room with access to a covered patio, separate dining area, kitchen & full bath. Generous layout with great natural light and flexible living space. Basement amenities include common laundry & fitness room; outdoor pool located nearby. Heat & hot

  Timothy Piedmont Coldwell Banker Realty

  71 Strawberry Hill Ave Unit 221, Stamford, CT 06902
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  /26

  $5,600,000

  $200K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 4,324 Sq Ft

  8 Indian Point Ln, Riverside, CT 06878

  Tucked within the secluded Indian Point Association, this 1.55-acre waterfront sanctuary in coveted Riverside invites you to imagine the lifestyle that you have always wanted. From its sweeping southwestern vantage point, the property opens to mesmerizing views of Long Island Sound-a living canvas that shifts with every season, every tide, every change of light. A charming 1949 built house sits

  Patte Nusbaum Sotheby's International Realty

  8 Indian Point Ln, Riverside, CT 06878
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  /34

  $11,250,000

  • 6 Beds
  • 6 Baths
  • 5,638 Sq Ft

  200 Shore Rd, Old Greenwich, CT 06870

  One of only 11 waterfront homes in the Lucas Point Association. At 200 Shore Road, the water is not just a view, it is a way of life. Mornings arrive with a stillness only the Sound can offer, as light dances across the water and every moment feels slowed, softened, intentional. This Nantucket inspired residence is designed entirely around that experience, from the wraparound porch to the private

  Angela Swift Compass Connecticut, LLC

  200 Shore Rd, Old Greenwich, CT 06870
• 

  

  /28

  $1,399,000

  $100K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,547 Sq Ft

  53 Maple St, Darien, CT 06820

  A rare opportunity to live, earn, or invest, all in one property! Stylishly renovated main residence paired with a fully renovated one bedroom cottage, creating a rare opportunity for supplemental income, multigenerational living, or a private guest retreat. Both residences are currently leased below current market, offering immediate upside for future income potential. Each home has been updated

  Shannon Drury Berkshire Hathaway NE Prop.

  53 Maple St, Darien, CT 06820
• 

  

  /19

  $5,850,000

  • 6 Beds
  • 5.5 Baths
  • 8,626 Sq Ft

  26 Round Hill Rd, Greenwich, CT 06831

  Nestled on a quiet, private lane off lower Round Hill, this serene Colonial places you moments from Greenwich's finest shops, restaurants, and schools. Four sunlit floors offer 6 bedrooms, 5.1 baths, an eat-in kitchen flowing into the family room, plus a playroom, gym, home office, and both formal and informal entertaining spaces -- every room thoughtfully designed for modern family living.

  Amanda Bates Houlihan Lawrence

  26 Round Hill Rd, Greenwich, CT 06831
• 

  

  /17

  $895,000

  • 2 Beds
  • 2 Baths
  • 1,227 Sq Ft

  28 Putnam Park Unit 28, Greenwich, CT 06830

  Sun-filled corner end unit in established Putnam Park community, ideally situated in central Greenwich. This spacious two-bedroom, two bath co-op offers refined single level living in a tranquil, park-like setting. With over 1200 square feet and three exposures, the home is filled with natural light. The open concept layout seamlessly connects the living and areas, while the updated kitchen

  Graham Gallagher Douglas Elliman of Connecticut

  28 Putnam Park Unit 28, Greenwich, CT 06830
• 

  

  /18

  $330,000

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft

  355 Sylvan Knoll Rd, Stamford, CT 06902

  Amazing opportunity, move-in ready 2-bedroom, 2-bath townhouse in the Sylvan Knoll community. This beautifully maintained home features a spacious updated kitchen with/ custom cabinets, granite countertops and stainless steel appliances, renovated bathrooms, and a finished lower level offering flexible living space ideal for a family room, home office, gym, or guest area. Recent utility updates

  Aileen Yambo Real Broker CT, LLC

  355 Sylvan Knoll Rd, Stamford, CT 06902

Showing Results 41 - 80, Page 2 of 8