Homes for Sale in Fairfield County CT with 5-Bedrooms

/7
$10,350,000
- 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
/35
$1,600,000
- 20 Beds
- 6 Baths
- 6,762 Sq Ft
1220 Pembroke St, Bridge Port, CT 06608

Beautifully remodeled 6-unit residential building for sale at 1220 Pembroke St in Bridgeport. The property features updated units with new flooring, recessed lighting, and new kitchens throughout. Both first-floor units offer 4 bedrooms and 1 bathroom each. The second and third floors have two 3-bedroom/1-bathroom units each. Tenants are responsible for natural gas and electricity, keeping

Yasmina Delacruz-Bailey BHGRE Gaetano Marra Homes

1220 Pembroke St, Bridge Port, CT 06608
/40
$1,849,000
- 7 Beds
- 5 Baths
- 8,933 Sq Ft
101 Northwood Dr, Easton, CT 06612

AN ARCHITECTURAL TOUR DE FORCE: This Avant-garde Bauhaus-linear design of precision-engineered Modernism delivers a private, boutique hotel-style experience with a sophisticated "mansion-scale" wandering flow. MODERNIST GALLERY: 10-foot floor-to-ceiling windows. Garden panoramas. Differentiated interior architecture. "Eyes Wide Shut" scale. Three primary suites & wings. 360-degree privacy.

Steven Koleno Beycome of Connecticut

101 Northwood Dr, Easton, CT 06612
/40
$1,000,000
- 7 Beds
- 5 Baths
- 7,715 Sq Ft
1365 E Main St, Bridgeport, CT 06608

Prime Mixed-Use Investment Opportunity in Bridgeport's East End. Investors take notice! Do not miss this exceptional income-generating opportunity located in the heart of the East End. This versatile mixed-use property offers immediate multi-stream revenue potential, featuring three residential apartments, a commercial storefront, and a detached 3-car garage capable of generating additional

Brethela Love J & S Realty Services, LLC

1365 E Main St, Bridgeport, CT 06608
/40
$3,900,000
- 6 Beds
- 11 Baths
- 9,974 Sq Ft
76 Lords Hwy, Weston, CT 06883

In the heart of a neighborhood known for fine estates and just moments from the campus of award-winning schools, this distinguished 2.5 +/- acre property elevates your lifestyle with refined craftsmanship and effortless luxury. A grand foyer with a graceful floating staircase introduces interiors defined by exquisite walnut floors, incredible millwork, and architectural moments to savor at every

Alex Chingas Coldwell Banker Realty

76 Lords Hwy, Weston, CT 06883
/21
$2,750,000
- 5 Beds
- 4 Baths
- 3,302 Sq Ft
51 Glen Rd, Greenwich, CT 06830

Close to town from this rare in-town Greenwich gem -- a corner lot home on a quiet cul-de-sac, just steps from Greenwich Avenue's shops, restaurants, and cafés, the Greenwich Library, renowned private schools including Brunswick School and Greenwich Academy, and minutes to Metro-North Greenwich Station, with effortless access to parks, the waterfront, and all that downtown Greenwich offers. This

Monica Webster Douglas Elliman of Connecticut

51 Glen Rd, Greenwich, CT 06830
/56
$8,000,000
- 5 Beds
- 5 Baths
- 3,669 Sq Ft
640 Round Hill Rd, Greenwich, CT 06831

This is an opportunity to own a piece of Greenwich history. A fully restored antique farmhouse offering approximately 3,669 square feet of refined living space, set on extraordinary level acreage with sweeping meadow views and an irreplaceable country setting across from protected conservation land with direct access to the Greenwich Riding Trails. The residence blends historic authenticity with

Monica Webster Douglas Elliman of Connecticut

640 Round Hill Rd, Greenwich, CT 06831
/35
$3,195,000
- 6 Beds
- 5.5 Baths
- 4,300 Sq Ft
20 Sound Beach Ave, Greenwich, CT 06870

NEW BUILD in Old Greenwich, close to BEACH! Greeted with Wide Plank White Oak hardwood floors and high end finishes throughout the home, it truly is a masterpiece. Open-concept Kitchen is full of gold accent fixtures and JennAir appliances, with a large waterfall Quartz Carrara Gold Island. Entertain your guests while admiring the electric heating fireplace in the living room which also has

Kaltrina Xhema-Latifi Higgins Group Greenwich

20 Sound Beach Ave, Greenwich, CT 06870
/40
$825,000
- 7 Beds
- 3 Baths
- 3,957 Sq Ft
1146-1148 Iranistan Ave, Bridgeport, CT 06605

Don't miss this opportunity to own a multi-family property at 1146-1148 Iranistan Avenue! An ideal setup for an investor or an owner-occupant looking to build long-term wealth. This home offers a versatile multi-family layout with comfortable living spaces and strong income potential. Conveniently located near Seaside Park, University of Bridgeport, and key commuter routes, with easy access to

Andrew Cevasco Las Americas Real Estate

1146-1148 Iranistan Ave, Bridgeport, CT 06605
/32
$1,499,999
- 6 Beds
- 4 Baths
- 2,948 Sq Ft
75 N Taylor Ave, Norwalk, CT 06854

75 Taylor Avenue presents a compelling value-add multifamily investment opportunity in the heart of Norwalk. With this sale also comes 73 Taylor Avenue. The properties consist of four residential units and a large, attached parking lot, offering both strong in-place income and potential redevelopment or expansion upside. The building is currently occupied by long-term tenants, providing stable

Dustin Deleo Alpha Capital Realty, LLC

75 N Taylor Ave, Norwalk, CT 06854
/40
$1,079,000
- 5 Beds
- 3 Baths
- 2,299 Sq Ft
159 Barry Ave, Ridgefield, CT 06877

Set just moments from Ridgefield's town center, this classic farmhouse with a separate cottage offers a rare blend of charm, flexibility, and location. A welcoming front porch overlooks open, level grounds with a garden-like setting that feels both peaceful and picturesque. Inside, the main home is bright and inviting, anchored by a large eat-in kitchen featuring a center island, extensive

John Frey Coldwell Banker Realty

159 Barry Ave, Ridgefield, CT 06877
/33
$13,000,000
- 5 Beds
- 10 Baths
- 9,564 Sq Ft
10 Shorehaven Rd, Norwalk, CT 06855

Rarely does an opportunity arise to own a home in the coastal enclave of Shorehaven, and 10 Shorehaven Road is a true masterpiece. This Nantucket-inspired estate blends timeless elegance with relaxed coastal charm, offering unmatched luxury and tranquility. Set along the serene waterfront, the lush, landscaped grounds feature a sparkling pool, spa, and private dock-perfect for boating adventures

Laurie Morris Compass Connecticut, LLC

10 Shorehaven Rd, Norwalk, CT 06855
/31
$874,999
- 8 Beds
- 4 Baths
- 3,360 Sq Ft
301 Poplar St Unit 303, Bridgeport, CT 06605

Welcome to 301 Poplar Street, a well-maintained 4-unit multifamily property located in the sought-after Black Rock section of Bridgeport. This income-producing property includes a total of 8 bedrooms and 4 bathrooms, with each unit featuring 2 bedrooms and 1 bathroom. The building provides spacious layouts, separate utilities, and strong rental potential in a high-demand location. Ideal for

Justin Sudol Alpha Capital Realty, LLC

301 Poplar St Unit 303, Bridgeport, CT 06605
/40
$1,950,000
- 5 Beds
- 5.5 Baths
- 8,530 Sq Ft
63 Parmalee Hill Rd, Newtown, CT 06470

This home is sold WITH the adjacent Building Lot #65 Parmalee Hill Road. TOTAL of 4.09 ACRES. #65 Parmalee Hill Rd is a R-2 Zoned lot (2.04) with shed/barn on property. Beautifully appointed Colonial Style home, built in 2006, with breathtaking views of the surrounding valley. Located in a residential, semi-rural section of Newtown, with easy access to major routes. Throughout the home you will

Erika Portanova Songer William Pitt Sotheby's Int'l

63 Parmalee Hill Rd, Newtown, CT 06470
/33
$685,000
- 7 Beds
- 3 Baths
- 2,968 Sq Ft
31 William St, Danbury, CT 06810

Fantastic Investment Opportunity in Danbury! This well-maintained three-family home is ideal for both investors and owner-occupants. The property features three spacious units, all currently occupied, with one unit scheduled to be available by the end of February-perfect for an owner-occupant or new tenant placement. The remaining units are occupied by long-term tenants, providing steady rental

Vince Calcasola Robert C White & Company LLC

31 William St, Danbury, CT 06810
/40
$799,000
- 8 Beds
- 3 Baths
- 3,388 Sq Ft
1440 Wood Ave, Bridgeport, CT 06604

Excellent investment opportunity in the desirable Brooklawn area. Well-maintained two-family home featuring a fully finished third floor and a finished basement with an in-law apartment, offering additional living space. The second and third floors share utilities. Property includes a two-car garage and hardwood floors throughout. Currently generating approximately $8,500 in monthly rental

Angela Morales Keller Williams Realty Prtnrs.

1440 Wood Ave, Bridgeport, CT 06604
/36
$2,400,000
- 5 Beds
- 4 Baths
- 3,644 Sq Ft
61 Hobson St, Stamford, CT 06902

Set in Stamford's coveted Shippan Point waterfront community, this renovated home offers a flexible, livable layout. The main level features hardwood floors, a chef-caliber kitchen with high-end appliances and generous prep space, a large dining area, a comfortable living room, and a wraparound deck overlooking a private patio. Three nicely sized bedrooms on the main level include one of two

Thaddea Sheridan William Raveis Real Estate

61 Hobson St, Stamford, CT 06902
/18
$849,000
- 6 Beds
- 3 Baths
- 4,401 Sq Ft
15 Spring Hill Ave, Norwalk, CT 06850

Very Large Multifamily with 4 Story. This 2 Family 17 Room House with 6 Baths And 2 Decks Overlooking A Deep Backyard is a Great Potential For Multipurpose Use. Located in the Spring Hill Section of Norwalk, this house is close to all. Bring Your Imagination. Priced To Sell In As Is Condition.

Juan Garcia Sunbelt Sales & Development

15 Spring Hill Ave, Norwalk, CT 06850
/39
$7,395,000
- 6 Beds
- 10 Baths
- 9,051 Sq Ft
33 Highland Farm Rd, Greenwich, CT 06831

Tucked away on over seven quiet acres off prestigious Round Hill Road, this private estate offers a serene blend of luxury, space, and style. The main residence is complemented by a beautiful pool/guest house designed for effortless entertaining and resort-style living. At the heart of the home, a Christopher Peacock kitchen showcases statuary marble countertops and backsplash, double islands,

Joy Kim Metalios Houlihan Lawrence

33 Highland Farm Rd, Greenwich, CT 06831
/40
$824,900
- 5 Beds
- 3 Baths
- 3,090 Sq Ft
4 Anchor St, Danbury, CT 06811

Rare opportunity to own a perfectly updated two-family home just steps to Candlewood Lake! Take in stunning views of the lake from your back deck, dining room and bedrooms and walk to the Danbury Town Park, beach and boat launch, plus enjoy a front row seat to the annual town fireworks show! The main unit features two spacious levels with a mudroom leading to the fully updated eat-in kitchen with

Kelley Colino William Raveis Real Estate

4 Anchor St, Danbury, CT 06811
/25
$650,000
- 6 Beds
- 3 Baths
- 3,183 Sq Ft
98-100 Carroll Ave, Bridgeport, CT 06607

Discover this nicely maintain 3 family house located minutes away from Steelpointe Harbor. The first and second floor features a living room, dining room, two bedrooms with bath. The third floor has one bedroom and bath. Whether you're an investor looking to add to your portfolio or owner occupant this multi family is for you. Sold as-is. Tenant occupied. Second floor tenant will moved out upon

Velma Taylor Jason Mitchell Real Estate Connecticut LLC

98-100 Carroll Ave, Bridgeport, CT 06607
/37
$798,000
- 6 Beds
- 3.5 Baths
- 3,644 Sq Ft
95-97 Savoy St, Bridgeport, CT 06606

Beautiful and Desirable Upper North End 3 Family. Well Maintained. Hardwood Floor Throughout. Kitchen with Granite Counter tops; Formal Dining Rooms. All Units have Separate Utilities; Paved Driveway with Detached 2 Car Garage. This is A Must See! Close to Shopping Mall, Library, Parks and Other Area Amenities. Great Commuter Location!

Jide Azeez Alltyme Realty

95-97 Savoy St, Bridgeport, CT 06606
/27
$12,495,000
- 6 Beds
- 11 Baths
- 10,421 Sq Ft
537 North St, Greenwich, CT 06830

Exquisite six-bedroom stone manor, executed to the highest standards, and sited atop a majestic knoll on 2.97 picturesque acres in the heart of Mid-Country Greenwich. Chic, sophisticated interiors by Amy Hirsch unfold across three levels of light-filled living space, highlighted by soaring ceilings, oversized custom windows, and every modern amenity. An elegant double-height entry hall with

Leslie McElwreath Sotheby's International Realty

537 North St, Greenwich, CT 06830
/37
$13,000,000
- 5 Beds
- 10 Baths
- 10,197 Sq Ft
865 Hollow Tree Ridge Rd, Darien, CT 06820

Set on 7 acres, this exceptional estate offers a private, sophisticated retreat at the end of a Bradford pear-lined gravel drive. The property includes a 10,000-square-foot main residence with pool and pool house, and a remarkable field house designed by architect Louise Brooks. The main house blends timeless elegance with modern design, while the field house delivers a one-of-a-kind recreational

Ashley Dineen Compass Connecticut, LLC

865 Hollow Tree Ridge Rd, Darien, CT 06820
/39
$15,000,000
- 5 Beds
- 10 Baths
- 10,197 Sq Ft
865 Hollow Tree Ridge Rd, Darien, CT 06820

Set on 9.4 acres, this exceptional estate offers a private, sophisticated retreat at the end of a Bradford pear-lined gravel drive. The property includes a 10,000-square-foot main residence with pool and pool house, a two-bedroom guest cottage, and a remarkable field house designed by architect Louise Brooks. The main house blends timeless elegance with modern design, while the field house

Ashley Dineen Compass Connecticut, LLC

865 Hollow Tree Ridge Rd, Darien, CT 06820
/34
$8,250,000
- 6 Beds
- 9 Baths
- 9,295 Sq Ft
34 Dublin Hill Dr, Greenwich, CT 06830

Ideally located on a picture-perfect cul-de sac, this Shingle Style house has had just one owner since it was built in 2005. A well-conceived 9,295 +/-SF floor plan comprises six bedrooms, seven full bathrooms and two powder rooms, plus five fireplaces. High ceilings invite an abundance of light, while exquisite millwork, rich hardwood floors and a desirable layout highlight the appealing

Leslie McElwreath Sotheby's International Realty

34 Dublin Hill Dr, Greenwich, CT 06830
/40
$4,400,000
- 5 Beds
- 8 Baths
- 9,819 Sq Ft
1 Flower Farm Ln, Westport, CT 06880

Absolutely exquisite colonial is located on one of the most sought after neighborhoods. This home will greet you w/a mahogany front porch that leads inside to a grand foyer. This timeless residence boasts a custom kitchen w/high-end appliances, a Butler's pantry, large island & the convenience of a desk station. The elegant formal living room features a cozy fireplace, while the family room

Heather Fitzgerald Coldwell Banker Realty

1 Flower Farm Ln, Westport, CT 06880
/40
$4,999,000
- 5 Beds
- 9 Baths
- 7,070 Sq Ft
294 Maple Rd, Easton, CT 06612

A rare offering, this Gambrel shingle-style estate is a sanctuary on over 6 acres on a cul-de-sac, offering a secluded retreat. Crafted with no expense spared, the residence features steel construction, geothermal energy, cedar roofing and siding, and copper gutters. Inside, an elevator connects all levels, while quarter sawn wide plank hardwood floors, custom window treatments and coffered

Linda Toscano Coldwell Banker Realty

294 Maple Rd, Easton, CT 06612
/40
$5,499,000
- 5 Beds
- 9 Baths
- 7,070 Sq Ft
294 Maple Rd, Easton, CT 06612

A rare offering, this Gambrel shingle-style estate is a sanctuary on over 15 acres with a lake and separate building lot-ideal for equestrian pursuits or a secluded retreat. Crafted with no expense spared, the residence features steel construction, geothermal energy, cedar roofing and siding, and copper gutters. Inside, an elevator connects all levels, while quarter sawn wide plank hardwood

Linda Toscano Coldwell Banker Realty

294 Maple Rd, Easton, CT 06612
/40
$5,700,000
- 5 Beds
- 3.5 Baths
- 4,147 Sq Ft
22 Ensign Rd, Norwalk, CT 06853

Set on high ground within the coveted Pine Point Association, 22 Ensign Road occupies one of the most thoughtfully positioned parcels along the coast. Elevated above the flood zone and anchored on solid rock, the property offers both peace of mind and enduring value. Panoramic water views unfold in every direction, Long Island Sound, Farm Creek below, and Long Island visible in the distance, with

Meg Schwanhausser Compass Connecticut, LLC

22 Ensign Rd, Norwalk, CT 06853
/30
$835,000
- 7 Beds
- 2 Baths
- 2,408 Sq Ft
60 Stephen St, Stamford, CT 06902

Spacious, heart of Stamford 2 Family with great potential. Newly Updated 2nd Fl-3 Bedrooms, Office Room, Living Room, Modern Eat-In Kitchen with Quartz Countertop and New Appliances; 3rd Fl-Large Bonus Room/ Bedroom and Office. 1st Fl-2 Bedrooms, Office Room/3rd Bedroom, Living Room, Eat-In Kitchen with some new appliances-New Gas Stove, New Hood, New Sink, Etc., 2 Car Garage plus additional off

Irene Cheung BHGRE Shore & Country

60 Stephen St, Stamford, CT 06902
/29
$2,200,000 Open Sat 2PM - 4PM
- 5 Beds
- 4.5 Baths
- 6,330 Sq Ft
25 Old Rd, Westport, CT 06880

Set in Westport's sought-after Hunt Club neighborhood, this European-inspired Colonial offers over 6,300 square feet across three finished levels, including expansive recreation spaces and a dedicated home theater. A dramatic two-story entry introduces refined formal and informal rooms, including a fireplaced living room, formal dining room, private office, and an expansive eat-in kitchen with

Zach Wright William Pitt Sotheby's Int'l

25 Old Rd, Westport, CT 06880
/39
$725,000
- 7 Beds
- 3 Baths
- 2,387 Sq Ft
695 Shelton St, Bridgeport, CT 06608

Welcome to this exceptional multi-family property located in the desirable East Side of Bridgeport. Built in 2023, this modern residence presents a unique investment opportunity with its contemporary design. Each unit features spacious layouts, abundant natural light making it ideal for both tenants and owners. The property is conveniently situated near local amenities, schools, and public

Oswaldo Torres Las Americas Real Estate

695 Shelton St, Bridgeport, CT 06608
/39
$1,695,000
- 5 Beds
- 4.5 Baths
- 3,880 Sq Ft
14 Langner Ln, Weston, CT 06883

Welcome to 14 Langner Lane, a uniquely charming stone residence set on 2.35 beautifully landcaped acres of lush, private property in the coveted town of Weston. Offering approximately 3,880 square feet of living space, this home beautifully blends architectural character with exceptional space, making it perfect for families seeking privacy and room to roam. Fall in love with 14 Langner's

Scott Palma William Raveis Real Estate

14 Langner Ln, Weston, CT 06883
/5
$1,499,000
- 9 Beds
- 4.5 Baths
- 3,924 Sq Ft
1845 Summer St, Stamford, CT 06905

This corner-lot building at 1845 Summer Street offers four total units in a prime, high-visibility Stamford location. Three units are residential/income-producing, and one unit is currently configured and used as office space, providing valuable mixed-use potential. The property sits on a manageable lot that maximizes street exposure while keeping maintenance efficient for an investor. The roof

Monica Osorio Realty ONE Group Connect

1845 Summer St, Stamford, CT 06905
/34
$874,959
- 6 Beds
- 3.5 Baths
- 4,514 Sq Ft
190 5th Ave, Stratford, CT 06615

Life at the beach is a year round vacation in the coveted community of Lordship. A charming yet spacious home has been part of one family's history for generations. This lovingly maintained & carefully updated home has almost 3200 SF & is considered to be 7 BRS by the town w/ 3.5 Baths. The perfect home for family & friends to gather! Upon entering this home you experience the best of beach

Marilyn Heffers Coldwell Banker Realty

190 5th Ave, Stratford, CT 06615
/19
$600,000
- 8 Beds
- 3 Baths
- 3,328 Sq Ft
464 Wilmot Ave, Bridgeport, CT 06607

Property is ready for the next owner. Looking to get your foot into the field of ownership and being a Landlord, here you are. This is a two family that operates as a three family. Each unit has its own meter. Come take a look and make an offer. AS IS SALE.

Ruth-Ann Mitchell Larracuente & Johnson Realty, LLC

464 Wilmot Ave, Bridgeport, CT 06607
/28
$24,000,000
- 10 Beds
- 16 Baths
- 15,820 Sq Ft
5 & 7 John St, Greenwich, CT 06831

Robin Hill Farm' and 'Smokey Hill Farm' are situated at one of the highest points in Greenwich in bucolic backcountry. This magnificent estate encompasses the main house, represented in this listing data sheet, two cottages, stables and gorgeous paddocks, Indoor and outdoor pools, tennis house, tennis court, and two ethereal fountains. Originally designed in 1937 by Augusta L.Noel (designer of

Shelly Tretter Lynch Compass Connecticut, LLC

5 & 7 John St, Greenwich, CT 06831
/23
$10,350,000
- 5 Beds
- 4 Baths
- 8,223 Sq Ft
111 Byram Shore Rd, Greenwich, CT 06830

Dramatic views of Long Island Sound extend from this spectacular 1.50-acre property with 185 ft of direct water frontage, an 80-ft dock, a sandy boat launch and a 528 sq.ft. antique cottage. Walls of glass in the current 5-bedroom residence open to a spectacular deck with pool and panoramic views. Once part of the 43-acre Edgar Marston estate, the property includes c.1885 Queen Anne-style cottage

Joseph Barbieri Sotheby's International Realty

111 Byram Shore Rd, Greenwich, CT 06830
/40
$850,000
- 5 Beds
- 2 Baths
- 2,484 Sq Ft
58 Daniels Farm Rd, Trumbull, CT 06611

Multi-Generational Family Use for the last 70+ years in Trumbull, CT! 1888-built Colonial. The 2484 SF main house is a five-bedroom with hardwood floors throughout, updated windows, electrical, original cedar clapboard, spacious rooms, and country kitchens - yes, kitchens. Large brick fireplace on the main floor. Living Room, Dining, two large bedrooms on the main level, back enclosed porch. The

Leah Fonte Property World

58 Daniels Farm Rd, Trumbull, CT 06611

Showing Results 161 - 200, Page 5 of 8

Connecticut Fairfield County

How to Buy a Home How to Finance a Home How to Sell a Home

Fairfield County Types of Homes for Sale

Fairfield County Real Estate Listings

More About Living in Fairfield County

Homes for Sale in Nearby Zip Codes

Homes for Sale in Nearby Cities

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage