5-Bedroom Homes for Sale in Fairfield County CT

/40
$2,950,000
- 8 Beds
- 10 Baths
- 8,716 Sq Ft
134 Nod Rd, Ridgefield, CT 06877

Elegantly situated in one of Fairfield County's most desirable scenic roads, this timeless estate offers luxury and privacy on two acres of park-like grounds. This residence showcases sophisticated charm with custom craftsmanship throughout, boasting tray ceilings, mahogany inlaid floors, and oversized windows that flood the space with natural light. The main level offers formal living and dining

Karla Murtaugh Compass Connecticut, LLC

134 Nod Rd, Ridgefield, CT 06877
/39
$3,595,000
- 5 Beds
- 4.5 Baths
- 4,549 Sq Ft
5 Oakleigh Ct, Norwalk, CT 06853

Welcome to 5 Oakleigh Ct, an exquisite residence in Rowayton, CT. This elegant home, built in 2017, combines modern sophistication w/ classic charm. Inside, you'll find expansive 9 ft ceilings with shiplap detailing. The 1st floor is a design masterpiece, featuring reclaimed wood beams highlighting a state-of-the-art kitchen. This culinary haven includes a 6-burner Wolf gas cooktop, Sub-Zero

Elizabeth Beinfield Compass Connecticut, LLC

5 Oakleigh Ct, Norwalk, CT 06853
/27
$1,999,000
- 5 Beds
- 4 Baths
- 4,082 Sq Ft
116 West Ln, Stamford, CT 06905

The perfect blend of classic charm and modern elegance in this completely remodeled and reimagined 1950 farmhouse colonial, nestled on a lush acre in the sought-after Revonah Woods area. This stunning home boasts five well-appointed bedrooms, including a versatile main-level bedroom that can serve as a home office or guest room with a full bath. An open flow concept seamlessly connects the living

Barbara Webski William Pitt Sotheby's Int'l

116 West Ln, Stamford, CT 06905
/40
$2,365,000
- 5 Beds
- 5 Baths
- 5,713 Sq Ft
7 Jackson Ct, Ridgefield, CT 06877

Best location in Ridgefield with direct sidewalks to restaurants, shopping and the village center! Gorgeous 5 Bedroom custom-built residence on cul-de-sac with amazing level property and western exposure. The new kitchen with large center island and charming breakfast nook is great for everyday living and entertaining. Family room with cathedral ceiling, floor-to-ceiling fireplace, and tons of

Russell Neumann Houlihan Lawrence

7 Jackson Ct, Ridgefield, CT 06877
/38
$3,400,000
- 5 Beds
- 9 Baths
- 8,639 Sq Ft
249 Sturges Hwy, Westport, CT 06880

Don't let the address fool you-Sturges Highway is a peaceful, tree-lined street in Westport's sought-after lower-tax area, offering privacy, serenity, and convenience just minutes from town and schools.With NEW MECHANICALS including a NEW FURNACE, NEW ROTH OIL TANK, an NEW 80 GALLON HOT WATER HEATER, and a WHOLE HOUSE GENERATOR this home is move-in ready with peace of mind.This 8,000+ sq ft home

Lainie Floyd William Pitt Sotheby's Int'l

249 Sturges Hwy, Westport, CT 06880
/31
$2,249,000
- 6 Beds
- 5.5 Baths
- 5,489 Sq Ft
130 Easton Rd, Westport, CT 06880

Unique opportunity to renovate this classic Westport estate on three professionally landscaped acres with a pool. You will love the great room with views of the pond and property. Six bedrooms makes space for everyone with a separate guest wing that is perfect for an au-pair.

David Weber Compass Connecticut, LLC

130 Easton Rd, Westport, CT 06880
/35
$1,950,000
- 5 Beds
- 5 Baths
- 3,050 Sq Ft
22 Maplewood Dr, Cos Cob, CT 06807

Where lifestyle, livability, and versatility meet... all your family & friends, too. Set in Cos Cob's tight-knit Loughlin Park, this 5 Bed home is in a prime location. Seconds to the train, a food scene, & the Park. With 3000 sqft of livability this home is a neighborhood hub. A garage & breezeway lead to open living, kitchen, & dining with a fireplace. Easy access to a grill, putting green, &

Mike Parelli Mike Parelli Real Estate LLC

22 Maplewood Dr, Cos Cob, CT 06807
/40
$2,049,000 Open Sun 1PM - 3PM
- 6 Beds
- 5.5 Baths
- 3,847 Sq Ft
45 Robin Cir, Fairfield, CT 06824

Welcome to the epitome of luxury living. A stunning new construction masterpiece nestled in the prestigious enclave of Fairfield's University Neighborhood by local, multi HOBI Award-Winning builder, DeLaurentis Developments. This architectural marvel boasts exquisite craftsmanship, unparalleled attention to detail, & an array of features that redefine modern elegance. Spanning 3,847 sq. ft. this

Jennifer DeLaurentis Compass Connecticut, LLC

45 Robin Cir, Fairfield, CT 06824
/40
$8,850,000
- 6 Beds
- 8 Baths
- 9,440 Sq Ft
34 Carrington Dr, Greenwich, CT 06831

A rare offering in back-country Greenwich, this timeless estate is set on 3.58 exquisitely landscaped and gated acres, masterfully blending classic architecture with contemporary luxury. Designed for both grand-scale entertaining and intimate everyday living, the residence offers a sun-filled interior with soaring ceilings, custom millwork, and modern, bespoke finishes throughout. The grand

Carissa Larriuz Houlihan Lawrence

34 Carrington Dr, Greenwich, CT 06831
/37
$8,795,000
- 5 Beds
- 7 Baths
- 6,108 Sq Ft
25 Tokeneke Trail, Darien, CT 06820

Welcome to 25 Tokeneke Trail, an exceptional waterfront residence in the private Tokeneke Association. Perfectly positioned to capture panoramic water views from nearly every room and not in a flood zone, this home blends coastal charm with the finest in modern living. The property offers direct water access via a dock. Mooring available with approved Town application, and permitting for a deeper

Breda Casey Brown Harris Stevens

25 Tokeneke Trail, Darien, CT 06820
/15
$699,000
- 8 Beds
- 2 Baths
- 2,637 Sq Ft
106 Jones Ave, Bridgeport, CT 06604

This beautifully renovated, 2637 sq ft of thoughtfully updated living space. Completed renovated in 2009, the home blends classic charm with modern amenities, featuring updated electrical, plumbing , and finishes throughout The first floor can easily be configured as a 3 bedrooms , while second floor offers extra space on a finish 1/2 story. The unfinished basement provides plenty of room to

Ocilene De-Carvalho Century 21 Scala Group

106 Jones Ave, Bridgeport, CT 06604
/27
$5,325,000 Open Sun 11AM - 1PM
- 6 Beds
- 7 Baths
- 5,970 Sq Ft
52 Breezemont Ave, Riverside, CT 06878

Renovated in2025 luxury this exquisite home features a grand triple-height foyer and stunning hardwood floors throughout. A bright living room flows seamlessly onto a wraparound porch. Inviting eat- in kitchen includes a Viking appliances, a center island, a wine refrigerator and elegant marble countertops. Family room has a wet bar and fireplace while the dining room is adorned with wainscoting

Jennifer Danzi-glenn Jennifer M Danzi, Broker

52 Breezemont Ave, Riverside, CT 06878
/44
$19,500,000
- 8 Beds
- 17 Baths
- 26,454 Sq Ft
11 Langhorne Ln, Greenwich, CT 06831

Famed architect Boris Baranovich designed this extraordinary stone Georgian estate of 26,000+/- square feet on 8.788 secluded acres off of Round Hill Road. Exquisitely executed, this stately manor home offers eight bedrooms and twelve full and five half bathrooms throughout four levels of living space. Mature trees and lush lawn surround this exceptional estate with two gated entrances: one to

Leslie McElwreath Sotheby's International Realty

11 Langhorne Ln, Greenwich, CT 06831
/40
$999,000 Open Sat 11AM - 2PM
- 6 Beds
- 6 Baths
- 4,602 Sq Ft
440 Hilltop Rd, Bridgeport, CT 06605

Located up on the top of the "hill" and only steps to the most picturesque walking park along the Connecticut coast (St. Mary's By The Sea which follows along the coast of the very desirable Black Rock section of Bridgeport, CT) - sits an incredibly special home and property with seasonal water views *that is not only livable as is, but most certainly offers endless opportunities to create

Christi McEldowney William Raveis Real Estate

440 Hilltop Rd, Bridgeport, CT 06605
/40
$699,000
- 5 Beds
- 2.5 Baths
- 3,341 Sq Ft
2921 Nichols Ave, Trumbull, CT 06611

An updated antique colonial home which features 5 bedrooms and 2.5 bathrooms on 1.29 acres. The home has a magnificently updated kitchen with a Viking Gas stove and quartz counters and a beautifully tiled floor. The home incorporates classic design elements with hardwood floors and pocket doors. The property includes a 2 car garage and a Traditional Red Barn which features a 2nd floor with great

Michelle Murtha William Raveis Real Estate

2921 Nichols Ave, Trumbull, CT 06611
/40
$1,999,000 Open Sun 1PM - 3PM
- 6 Beds
- 4.5 Baths
- 4,344 Sq Ft
15 Barton Rd, Fairfield, CT 06824

If you're looking for a meticulously custom crafted new construction home that seamlessly marries timeless elegance with modern comfort, then this is the one! Built by local, multi HOBI Award-Winning builder, DeLaurentis Developments. The charming details of this new home were carefully crafted to evoke a sense of warmth and character. Nestled in the heart of Fairfield's University Neighborhood.

Jennifer DeLaurentis Compass Connecticut, LLC

15 Barton Rd, Fairfield, CT 06824
/43
$6,700,000
- 6 Beds
- 11 Baths
- 10,036 Sq Ft
280 Round Hill Rd, Greenwich, CT 06831

Ideally sited on more than two acres just minutes from town, this timeless and light-filled colonial offers the perfect blend of classic elegance and modern luxury. Graciously scaled rooms begin with an expansive foyer that provides a stunning front-to-back view, setting the tone for the rest of the home.The main residence features a private gym, home theater, custom 1,000-bottle wine cellar,

Susan Holey Sotheby's International Realty

280 Round Hill Rd, Greenwich, CT 06831
/39
$2,799,999
- 6 Beds
- 9 Baths
- 6,191 Sq Ft
72 Little Hill Dr, Stamford, CT 06905

72 Little Hill Drive - Stately Colonial in the Heart of Newfield Privately nestled in one of Newfield's most sought-after neighborhoods, this grand colonial offers over 6,300 sq ft of beautifully finished living space, including 6 bedrooms, 5 full and 4 half baths, and a 4-car garage. Built in 1865 and fully renovated, the home blends timeless charm with modern luxury. The expansive backyard is

Anthony Gaglio Jr Hathaway, Inc.

72 Little Hill Dr, Stamford, CT 06905
/38
$2,650,000
- 5 Beds
- 7 Baths
- 6,447 Sq Ft
93 Graenest Ridge Rd, Wilton, CT 06897

Welcome to 93 Graenest Ridge Road - an extraordinary modern residence custom designed and built by master craftsman Roy Tolliver. Set gracefully at the end of a quiet cul-de-sac in one of Wilton's most sought-after central neighborhoods, this architectural gem is a stunning example of elevated design, meticulous detail, and timeless craftsmanship. Every inch of this home is infused with

Kim Burke Berkshire Hathaway NE Prop.

93 Graenest Ridge Rd, Wilton, CT 06897
/40
$2,895,000
- 5 Beds
- 4.5 Baths
- 5,424 Sq Ft
20 Crawford Rd, Westport, CT 06880

Nestled in Westport's coveted Old Hill neighborhood, this stunning residence blends classic Colonial design w/modern amenities. You're greeted by the centerpiece of the home - an impressive foyer w/soaring ceilings. The spacious office w/lacquer-finished built-ins includes a fireplace and access to the veranda. For more intimate gatherings, go through the French doors to a sitting room,

Lisa Tortora Coldwell Banker Realty

20 Crawford Rd, Westport, CT 06880
/40
$3,795,000
- 9 Beds
- 11 Baths
- 7,689 Sq Ft
304 Main St, Ridgefield, CT 06877

One of the most coveted addresses in Ridgefield CT... "the house on the corner of Main & Market". This historic, fully renovated 7600+sf, 9 bedroom, 11 bath home is a true town treasure. Located on 1.24 stunning acres in the heart of downtown Ridgefield, complete w/ a breathtaking, heated salt-water pool & perennial gardens, this exquisite property is one of only 12 homes w/ a front row seat to

Sarah Patterson Coldwell Banker Realty

304 Main St, Ridgefield, CT 06877
/40
$6,495,000
- 6 Beds
- 7 Baths
- 7,605 Sq Ft
276 Greenley Rd, New Canaan, CT 06840

Nestled in one of Connecticut's most sought-after estate neighborhoods and just minutes from town, this spectacular 1939 Classic Colonial blends timeless elegance with every modern amenity. Set on nearly 5 bucolic acres of rolling lawns, perennial gardens, and mature trees, this pristine property offers unmatched privacy and beauty. The grand approach includes a stately driveway with a central

Melissa Rwambuya William Raveis Real Estate

276 Greenley Rd, New Canaan, CT 06840
/38
$2,795,000
- 5 Beds
- 4.5 Baths
- 4,823 Sq Ft
13 Witch Ln, Norwalk, CT 06853

Welcome to 13 Witch Ln, a distinguished home tucked away in picturesque Rowayton, offering an exquisite blend of classic elegance and modern luxury. With an expansive 4,823 sf of living space, this home promises both comfort and sophistication. Step inside to discover a beautifully designed interior that boasts 5 generously sized bedrooms and 4 1/2 luxurious bathrooms. Each bedroom is a serene

Jennifer Friedman Compass Connecticut, LLC

13 Witch Ln, Norwalk, CT 06853
/40
$1,499,000 Open Sun 1PM - 3PM
- 6 Beds
- 4.5 Baths
- 4,548 Sq Ft
112 Old Belden Hill Rd, Norwalk, CT 06850

Indulge in the pinnacle of luxurious living in this magnificent 4,548 sq ft, 6-bedroom, 4.5 bathroom Colonial in Silvermine. Step inside to discover an expansive & refined living space, meticulously designed for comfort & entertaining. The main level welcomes you with grandeur, featuring a family room with cozy fireplace & a dining room ideal for dinner parties. The gourmet kitchen is equipped

Danielle Powers Houlihan Lawrence

112 Old Belden Hill Rd, Norwalk, CT 06850
/34
$4,200,000
- 6 Beds
- 8 Baths
- 6,960 Sq Ft
42 Morningside Dr S, Westport, CT 06880

Nestled within a picturesque enclave of distinguished luxury homes in Westport's coveted Greens Farms neighborhood, you'll know you've arrived as mature, stately hedges guide you down a flowering, tree-lined driveway. This Hampton-style home has been masterfully reimagined and updated by its current owners. It sings with natural light, refined millwork, custom moldings, and offers an elegant

Jaclyn Picarillo Higgins Group Bedford Square

42 Morningside Dr S, Westport, CT 06880
/40
$1,600,000
- 6 Beds
- 7 Baths
- 6,751 Sq Ft
12 Fox Run, Sherman, CT 06784

Soar with the eagles! The climb to the top is never easy, but the prize is worth it! Private Gated Entrance leads up the driveway to this 15 acre sanctuary. Glorious views of hills, valleys, Candlewood Lake and stunning sunsets take your breath away! Architecturally innovative home blends beautifully with the surrounding natural landscape. The interior offers functional, exciting living space

Dawn Hough Coldwell Banker Realty

12 Fox Run, Sherman, CT 06784
/50
$14,250,000
- 6 Beds
- 8 Baths
- 9,418 Sq Ft
52 Carriglea Dr, Riverside, CT 06878

Experience unparalleled luxury in this extraordinary custom-built Riverside waterfront residence. Nestled on 1.45 acres with 9,418 square feet of living space, this exceptional home, designed by acclaimed architect Cormac Byrne, boasts a seamless open-concept layout that promotes effortless flow throughout. Soaring ceilings and expansive windows flood the interiors with natural light,

Stephen Archino Sotheby's International Realty

52 Carriglea Dr, Riverside, CT 06878
/21
$819,900
- 10 Beds
- 4.5 Baths
- 2,999 Sq Ft
120 Milne St Unit 122, Bridgeport, CT 06604

Explore this spacious four-unit multifamily property in the heart of Bridgeport, CT-an excellent opportunity for investors or owner-occupants. Each unit offers 2 to 3 bedrooms and 1 to 1.5 bathrooms, providing flexible living arrangements ideal for tenants or multi-generational households. The building is thoughtfully configured with two units on the lower level and two on the upper level, each

Anthony DeLorenzo Alpha Capital Realty, LLC

120 Milne St Unit 122, Bridgeport, CT 06604
/39
$1,930,000
- 7 Beds
- 10 Baths
- 5,883 Sq Ft
49 Great Ring Rd, Sandy Hook, CT 06482

Welcome to 49 Great Ring Road-an iconic estate with breathtaking views and a classic 1940 built home full of charm and elegance. Step into the front-to-back foyer and take in the sight lines to the expansive stone patio and sparkling pool. At the heart of the home is the great room, featuring a soaring ceiling and a grand fireplace-perfect for gatherings. The custom cherry sunroom is a

Connie Widmann William Raveis Real Estate

49 Great Ring Rd, Sandy Hook, CT 06482
/40
$999,000
- 18 Beds
- 8 Baths
- 5,888 Sq Ft
34 Park St, Bridgeport, CT 06608

10% CAP at ENTRY!!! Just off Barnum Avenue and less than one block away from Washington Park in the middle of Bridgeport's East Side neighborhood. The property features 7 rental units, tenant paid Heat and Electric and off street parking. Consisting of (1) 5 bedroom, (2) 3 bedrooms, (3) 2 bedrooms and a 1 bedroom. There are some very strong rents in place, with full market rents yielding a 21%

Connor Wenchell VC Property Group, LLC

34 Park St, Bridgeport, CT 06608
/38
$1,925,000 Open Sat 12PM - 2PM
- 6 Beds
- 5.5 Baths
- 6,068 Sq Ft
31 Poverty Hollow Rd, Newtown, CT 06470

BIG PRICE DROP! A rare opportunity to own a one-of-a-kind private compound nestled in the idyllic countryside of historic Newtown. Set on over 3 acres of exquisitely landscaped grounds, "The Retreat" offers unmatched privacy, luxury, and versatility. This reimagined estate features two beautifully updated residences- A fully renovated 4-bed, 3.5-bath main house and a refined 2-bed (potential for

Michael Heering Houlihan Lawrence

31 Poverty Hollow Rd, Newtown, CT 06470
/39
$599,900
- 5 Beds
- 3 Baths
- 2,126 Sq Ft
285 Alba Ave, Bridgeport, CT 06606

NEW CONSTRUCTION!! Just completed, GORGEOUS 5!! BR, 3 FULL BA, Colonial, located on a quiet dead-end street. Loaded with extra's and upgrades- Grade "A" hardwood floors, double crown moldings, custom lighting. HUGE custom Kitchen with tons of cabinet space, breakfast bar, quartz counters, tile backsplash, and beautiful hood. Open Dining Room has sliders to a large maintenance free deck. Oversize

Richard Morse Richard Morse Real Estate, LLC

285 Alba Ave, Bridgeport, CT 06606
/40
$2,995,000
- 5 Beds
- 3.5 Baths
- 3,990 Sq Ft
62 Ocean Dr E, Stamford, CT 06902

Experience luxury living at its finest in this exquisite direct waterfront property located in the coveted Shippan Point neighborhood. Enjoy unparalleled water views from every room of this expansive multi-level home. The living room features a stone gas fireplace, and opens through multiple sliders to an Ipe wraparound deck, with a retractable awning. This space seamlessly flows into a bespoke

Suzette Kraus Compass Connecticut, LLC

62 Ocean Dr E, Stamford, CT 06902
/51
$4,000,000 Open Sat 1PM - 3PM
- 7 Beds
- 8 Baths
- 7,148 Sq Ft
190 Lake Ave, Greenwich, CT 06830

Lower Lake Avenue family compound, enter through a historic courtyard, foyer boasts hardwood and marble floors. All main house rooms open from the foyer: living room with built-ins and French doors to a terrace. Dining room with 3 exposures is light filled and has gorgeous views of the 1-acre level, fenced, beautifully landscaped property. The open, eat-in kitchen and family room are perfect for

Patte Nusbaum Sotheby's International Realty

190 Lake Ave, Greenwich, CT 06830
/40
$635,000
- 5 Beds
- 3 Baths
- 1,751 Sq Ft
59 Rowan St, Danbury, CT 06810

Great investment opportunity or ideal for owner-occupant! This 2-family home is conveniently located just minutes from I-84, shopping, dining, and public transportation. One of the few homes on the street with a full backyard-perfect for outdoor enjoyment or tenant appeal. Each unit offers a full bathroom and great natural light through large windows. The renovated third-floor primary suite

Steven Vinelli Real Estate By Teresa LLC

59 Rowan St, Danbury, CT 06810
/40
$2,195,000 Open Sat 12PM - 4PM
- 5 Beds
- 6 Baths
- 6,448 Sq Ft
10 Woods End Dr, Wilton, CT 06897

Nestled on a coveted, serene cul-de-sac in Wilton, this 5-bedroom, 4.5-bath colonial combines timeless elegance with modern luxury. Set on a beautifully landscaped lot featuring a heated gunite pool and spa, this residence offers a private sanctuary close to the New Canaan border and just minutes from town center. Inside, you'll find a remodeled, designer chef's kitchen with Thermador appliances,

Kim Burke Berkshire Hathaway NE Prop.

10 Woods End Dr, Wilton, CT 06897
/40
$1,350,000
- 6 Beds
- 3.5 Baths
- 6,074 Sq Ft
13 Sugar St, Newtown, CT 06470

Welcome to one of Newtown's most iconic homes-where TIMELESS ELEGANCE meets unforgettable charm. Built in 1888 by New York City railroad director I.B. Harris and his wife Jane Glover Harris, a proud Newtown native and descendant of one of the town's founding families, this grand Victorian masterpiece is a living piece of local history. The home's stunning three-story tower with curved glass

Christine Fairchild Coldwell Banker Realty

13 Sugar St, Newtown, CT 06470
/38
$7,250,000
- 5 Beds
- 6 Baths
- 6,714 Sq Ft
21 Aiken Rd, Greenwich, CT 06831

Introducing a timeless Round Hill estate, on the market for the first time in over 50 years. Nestled midway along a quiet cul-de-sac, this pastoral property spans over 10+ sweeping, private acres with mature plantings and specimen tress overlooking a tranquil pond. The main residence features beautifully proportioned, sun-filled rooms, 5 bedrooms, 4 full and 2 half baths, and a walk-out lower

Krissy Blake Sotheby's International Realty

21 Aiken Rd, Greenwich, CT 06831
/33
$549,900
- 5 Beds
- 2.5 Baths
- 3,004 Sq Ft
450 Frenchtown Rd, Bridgeport, CT 06606

Welcome to 450 Frenchtown Road! An 1882 colonial home that with updates can bring back its historic charm. This 5 BR, 3 Bath, 3,004 sq ft home is nestled in the North End of Bridgeport's sought-after Lake Forest area...... This is one you don't want to miss! The property boasts optional lake access as well as the Elton Roger's park across the street which cannot be developed. A standout feature

Corinne Tartaglia BHGRE Gaetano Marra Homes

450 Frenchtown Rd, Bridgeport, CT 06606
/35
$4,995,000
- 6 Beds
- 7.5 Baths
- 8,221 Sq Ft
427 Taconic Rd, Greenwich, CT 06831

This peerless estate sits less than one short mile from the Banksville shopping center where the acclaimed gourmet & coffee shop entices locals to linger and chat. A 3-story entry is flooded with natural light from the glass dome above, and open plan living flows seamlessly. Formal living & dining rooms give way to the kitchen/great room with massive central island, wide open dining area, &

Julie Grace Burke Compass Connecticut, LLC

427 Taconic Rd, Greenwich, CT 06831

Showing Results 201 - 240, Page 6 of 12

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 in Nearby Neighborhoods

Homes in Nearby Cities

Homes in Nearby Counties

Homes in Nearby Zip Codes

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