5-Bedroom Homes for Sale in Fairfield County CT

/40
$1,749,000
- 5 Beds
- 4.5 Baths
- 5,645 Sq Ft
225 Good Hill Rd, Weston, CT 06883

Modern Transitional Colonial! Built by Jon Rogers and crafted to perfection, no expense was spared creating this well designed home. The epitome of craftsmanship, using only the finest quality materials the fastidious attention to detail & inspired design is evident in every inch of the space.The stunning Kitchen WOWS with white custom cabinetry and top of the line appliances opening to the Great

Todd David Miller William Raveis Real Estate

225 Good Hill Rd, Weston, CT 06883
/36
$524,000
- 8 Beds
- 2 Baths
- 2,385 Sq Ft
369 Park St, Bridgeport, CT 06608

Spacious Single-Family Home with Multi-Generational Potential & Modern Updates Discover this inviting 2,358 sq. ft. 10 rooms single-family home, offering a perfect blend of comfort and convenience. The main level features a bright living room, a vaulted dining room, and an eat-in kitchen equipped with stainless steel appliances and updated cabinets, making it a stylish and functional space for

Elizabeth Anderson Realty ONE Group Connect

369 Park St, Bridgeport, CT 06608
/34
$1,499,000
- 5 Beds
- 6 Baths
- 9,603 Sq Ft
89 Tranquility Dr, Easton, CT 06612

Welcome to 89 Tranquility Drive! This stunning 5-bedroom, 4 Full and 2 Half baths Colonial is perfectly nestled in the desirable town of Easton, offering an exceptional blend of comfort, luxury, and functionality. Step into the grand foyer and immediately feel at home. To the left, you'll find a formal dining room, ideal for hosting elegant gatherings. To the right, a cozy living room with a

Alan Hamilton William Raveis Real Estate

89 Tranquility Dr, Easton, CT 06612
/41
$3,100,000
- 6 Beds
- 8 Baths
- 6,635 Sq Ft
8 Tinker Ln, Greenwich, CT 06830

Located just 8 min. from downtown GR & tucked away at the end of a quiet cul-de-sac off of Lake Ave, this exceptional property offers privacy and space. Spanning 2.07 acres of beautiful grounds with a circular driveway, this timeless home offers 6,636SF of living space designed for both comfort and grand-scale entertaining. With 6 bedrooms, 5 full baths and 3 half baths, every detail of this

Joan Suter BHHS New England Properties

8 Tinker Ln, Greenwich, CT 06830
/46
$19,500,000
- 5 Beds
- 7 Baths
58 Quaker Ln, Greenwich, CT 06831

Unparalleled equestrian estate on 16.23 private acres on three separate lots of exceptional land with pastures, paddocks, orchards, gardens, stables and an aviary. Scenic drive through historic iron gates leads to three residential structures. Exquisite newly renovated main residence #58 is a five bedroom, 5.2 bathroom shingle style house set on 5 acres. French Country kitchen with intricately

Danielle Claroni Sotheby's International Realty

58 Quaker Ln, Greenwich, CT 06831
/40
$2,500,000
- 6 Beds
- 3.5 Baths
- 5,990 Sq Ft
Unlisted Address

This pristine, like new estate home sits majestically on 10+ acres on the historic Atchison Farm homestead in rural Sherman CT. Sited for picture perfect panoramic views of the surrounding hills, the main house, built in 2021, has been very lightly used so is in mint condition! With a seven bedroom septic, the rooms laid out off of a beautiful wide central upstairs hall can have multiple uses

Richard Pomerantz William Pitt Sotheby's Int'l

Unlisted Address
/19
$2,799,000
- 5 Beds
- 5.5 Baths
- 4,525 Sq Ft
32 Jeffrey Rd, Greenwich, CT 06830

A hidden gem close to town, updated and at the end of a cul-de-sac on a great quiet street, this beautiful 4,525-square-ft home on 1 acre offers a perfect blend of tranquility and convenience, located just minutes from town, the property boasts offices, 5 bedrooms, 5.5 baths, creating flexible layout, a perfect lifestyle for today's owner. Perfect for working from home or pursuing your passions.

Lin Lavery Coldwell Banker Realty

32 Jeffrey Rd, Greenwich, CT 06830
/40
$2,200,000
- 5 Beds
- 7.5 Baths
- 6,354 Sq Ft
25 Cogswell Ln, Stamford, CT 06902

This stunning 5-bedroom, 7.5 bath brick contemporary blends timeless elegance with modern sophistication. From the grand foyer, showcasing skylights and a limestone feature wall, to the living room with a quartzite fireplace and cathedral ceiling, every space in this home is designed for both beauty and function. The formal dining room, features a large bay window, offering picturesque views. The

Jim Caldarone William Pitt Sotheby's Int'l

25 Cogswell Ln, Stamford, CT 06902
/37
$4,275,000
- 5 Beds
- 8 Baths
- 6,725 Sq Ft
490 North St, Greenwich, CT 06830

Rare opportunity to own a 200 year old Barn on one mid-country acre, designed in the 70's by renowned architect Charles Gwathmey. Owners updated it to add additional bedrooms and seamlessly connect indoor and outdoor spaces offering year-round entertainment. Main entrance opens to an expansive 30 X 35' Great room filled with natural light, original beams, and impressive fireplace. A generous

Spencer Sodokoff Houlihan Lawrence

490 North St, Greenwich, CT 06830
/40
$5,850,000
- 6 Beds
- 5.5 Baths
- 6,588 Sq Ft
17 River Ln, Westport, CT 06880

This remarkable stone mansion, built in 1929, stands as one of the most historically and culturally significant residences in Westport and Fairfield County, celebrated as an exceptional trophy property. Meticulously restored and in impeccable, move-in ready condition, this home is poised for immediate enjoyment. Crafted in the esteemed tradition of Europe's grand Manor Houses, it boasts

Alex Chingas Coldwell Banker Realty

17 River Ln, Westport, CT 06880
/40
$8,600,000
- 8 Beds
- 10 Baths
- 13,349 Sq Ft
262 Brushy Ridge Rd, New Canaan, CT 06840

Welcome to Pemberly Hill, a truly exceptional home of unparalleled grandeur and sophistication. Boasting 8 bedrooms on 4 acres of pristine grounds on desirable Brushy Ridge, this magnificent property is a true masterpiece. This classic home has been thoughtfully designed to the highest standards, seamlessly blending its rich history with modern luxury. The result is an extraordinary residence

Michele Murray-Sloan Houlihan Lawrence

262 Brushy Ridge Rd, New Canaan, CT 06840
/40
$11,800,000
- 5 Beds
- 8 Baths
- 10,800 Sq Ft
260 Hillspoint Rd, Westport, CT 06880

Experience the unparalleled luxury of this exquisite Compo Beach seaside home,a masterpiece of design and craftsmanship, designed by renowned architect Peter Cadoux. Just steps from a private beach, this architectural gem is bathed in natural light and boasts breathtaking panoramic water views from nearly every room.The full chef's kitchen opens to a radiant sunroom with a glass ceiling, perfect

Elizabeth Steffen Higgins Group Bedford Square

260 Hillspoint Rd, Westport, CT 06880
/63
$2,595,000
- 5 Beds
- 5 Baths
- 3,975 Sq Ft
979 Lake Ave, Greenwich, CT 06831

Welcome to 979 Lake. Conveniently located only minutes from shopping in Greenwich, Armonk or Bedford, this modern home was renovated in 2022. Picture yourself on your expansive, heated ipe deck enjoying family & friends while getting serenaded by birds in spring & summer or take in the dramatic views through large picture windows throughout the house all year long. Frolic in the new heated

Danielle Claroni Sotheby's International Realty

979 Lake Ave, Greenwich, CT 06831
/40
$4,995,000
- 5 Beds
- 5.5 Baths
- 4,286 Sq Ft
29 Lockwood Dr, Old Greenwich, CT 06870

Stylish five-bedroom Contemporary provides a modern oasis with stunning pool, Ipe wood decks and secluded backyard on a quiet drive south of the village near shops, trains, school and beach. Striking architectural details ranging from maple wood floors, glass stair railings on three levels, high ceilings, expansive windows, sliding doors and skylights enhance 4,286 sq. ft. interior. Boasts sleek

Julie Lowe Houlihan Lawrence

29 Lockwood Dr, Old Greenwich, CT 06870
/38
$2,725,000
- 5 Beds
- 6 Baths
- 10,420 Sq Ft
40 Hoyclo Rd, Stamford, CT 06903

Stately North Stamford Colonial w/Sweeping Curved Staircase. Completely reconstructed in 2024. New Electrical, Plumbing, Super High Efficiency Heat Pumps HVAC, New Walls, Ceilings, and Hdwd Fls. Stunning Custom Gourmet Kitchen w/Thermidor Appliances, 6ft wide Refrigerator/Freezer, Double Oven, and Cooktop. Butlers Pantry w/Wine Cooler, Large Island, Dining Area, French Doors opening to Large

Larry Davidoff Davidoff Realty Co.

40 Hoyclo Rd, Stamford, CT 06903
/33
$4,995,000
- 5 Beds
- 6 Baths
- 4,286 Sq Ft
29 Lockwood Dr, Old Greenwich, CT 06870

Stylish five-bedroom Contemporary provides a modern oasis with stunning pool, Ipe wood decks and secluded backyard on a quiet drive south of the village near shops, trains, school and beach. Striking architectural details ranging from maple wood floors, glass stair railings on three levels, high ceilings, expansive windows, sliding doors and skylights enhance 4,286 sq. ft. interior. Boasts sleek

Julie Lowe Houlihan Lawrence

29 Lockwood Dr, Old Greenwich, CT 06870
/40
$7,250,000
- 8 Beds
- 9 Baths
485 Laurel Rd, New Canaan, CT 06840

Welcome to Extown Farm, a stunning 17.5-acre estate that once served as New Canaan's historic farm. This rare property offers 3 separate residences, making it perfect for discerned buyers seeking a private compound. At the heart of the estate is the crown jewel: a meticulously restored 7,000 sqft farmhouse that masterfully combines modern luxury with timeless charm. This whole house renovation,

Chau Ngo Compass Connecticut, LLC

485 Laurel Rd, New Canaan, CT 06840
/11
$4,350,000
- Land
- 2.30 Acres
- $1,891,304 per Acre
121 Round Hill Rd, Greenwich, CT 06831

This property is one of the premier addresses in Greenwich, CT. This oversized, 2.3-acre property is located only minutes to town, public and private schools, and convenient to NYC. Land can't be appreciated from the street. 121 RHR offers a unique blend of privacy and open, magnificent backyard. Manicured lawns, plantings, and old stonewalls bordered by Nature provide the

Sabine Schoenberg PrimeSites, Inc.

121 Round Hill Rd, Greenwich, CT 06831
/31
$945,000
- 6 Beds
- 3 Baths
- 2,880 Sq Ft
95 Frederick St, Stamford, CT 06902

Take notice! Legal two family dwelling in sought after Cove section of Stamford. Each unit features four rooms, two good size bedrooms, one full bath, eat in kitchen. This can be used as a full investment property or you can occupy one floor and rent the other for positive cash flow. Enclosed porch, large level rear yard with shed, close to many local businesses. Don't miss this one, this could

Rosania Melo Century 21 Scala Group

95 Frederick St, Stamford, CT 06902
/41
$10,950,000
- 6 Beds
- 8 Baths
- 9,258 Sq Ft
142 Cedar Cliff Rd, Riverside, CT 06878

Exquisite 2016 French Normandy manor designed by premier architect, Douglas VanderHorn blends classic elegance with 3 levels of stunning modern aesthetics in coveted Riverside association with Shoreline pool and neighborhood private beach. Sophisticated, custom crafted interior with Italian marble mantels framing four fireplaces, quarter-sawn white oak flooring, 10 ft. ceilings, French doors to

Alison Farn-Leigh BHHS New England Properties

142 Cedar Cliff Rd, Riverside, CT 06878
/39
$595,000
- 5 Beds
- 2 Baths
- 2,052 Sq Ft
30 Grove Place, Danbury, CT 06810

Negotiable! Prestine updated home. Location, nestled on a corner lot, close to everything near center of town, updated pristine home Dutch Colonial fenced in with lots of room, spacious, beautiful floors, spectacular cherry wood kitchen cabinets, with lots of lighting, and top of the line refrigerator, stove, dishwasher and Brazilian granite counters. The home presents itself with five bedrooms,

Edwin Rivera Nationwide Homes

30 Grove Place, Danbury, CT 06810
/39
$24,950,000
- 10 Beds
- 19 Baths
- 17,878 Sq Ft
97 Pecksland Rd, Greenwich, CT 06831

Truly unique 19 Acre estate in the heart of mid country! Prepared to be captivated by this custom built masterpiece of design and craftsmanship. Completed in 2009, and offered to the market for the first time since completion, 97 Pecksland has an unrivaled combination of lot size, quality and privacy. Enter through the grand gated entrance and dramatic driveway to the elevated main house on the

Robert Johnson Brown Harris Stevens CT, LLC

97 Pecksland Rd, Greenwich, CT 06831
/38
$5,995,000
- 6 Beds
- 7 Baths
- 6,673 Sq Ft
7 Jones Park Dr, Riverside, CT 06878

Nestled on a beloved tree-lined cul-de-sac, this custom-built residence perfectly blends a traditional coastal Connecticut shingle style with a sun-filled, modern open-plan interior all just steps from Riverside Yacht Club, schools, and train. Thoughtfully designed, the home incorporates bespoke architectural elements including tall ceilings, custom millwork, expansive windows and wide-plank

Ellen Mosher Houlihan Lawrence

7 Jones Park Dr, Riverside, CT 06878
/42
$8,950,000
- 10 Beds
- 9 Baths
- 9,483 Sq Ft
14 Meadow Dr, Greenwich, CT 06831

DISCOVER BREEZEMORE Experience the rare opportunity to own a piece of history with the stunning Breezemore estate located in Greenwich, Connecticut. Built in 1909, this magnificent property offers 10,000 square feet of architectural splendor, old-world charm, and modern conveniences. Set high on 3.2 private, park-like acres within close distance of downtown Greenwich, this property stands

Ryan Hoffman Houlihan Lawrence

14 Meadow Dr, Greenwich, CT 06831
/35
$4,300,000
- 7 Beds
- 5 Baths
- 6,000 Sq Ft
378 Penfield Rd, Fairfield, CT 06824

Remarkable CUSTOMIZABLE approx 6,000 Sqft New Beach Construction Home on a very RARE OVERSIZED 0.31 acre lot with a non-pareil luxurious Open floor plan on the Premier street in beach area ! Situated just two blocks away from Penfield Beach. Created by Master Local Builder; NEW GENERATION HEALTHY HOMES. Custom designed to offer state of the art amenities, 7 bedrooms, 5 baths, library with

Helene Salerno Preoh, LLC

378 Penfield Rd, Fairfield, CT 06824
/37
$4,300,000
- 7 Beds
- 5.5 Baths
- 6,000 Sq Ft
394 Penfield Rd, Fairfield, CT 06824

Remarkable CUSTOMIZABLE approx 6,000 Sqft New Beach Construction Home on a very RARE OVERSIZED 0.31 acre lot with a non-pareil luxurious Open floor plan on the Premier street in beach area ! Situated just two blocks away from Penfield Beach. Created by Master Local Builder; NEW GENERATION HEALTHY HOMES. Custom designed to offer state of the art amenities, 7 bedrooms, 5 baths, library with

Helene Salerno Preoh, LLC

394 Penfield Rd, Fairfield, CT 06824
/38
$25,000,000
- 5 Beds
- 5.5 Baths
- 11,450 Sq Ft
122 Beachside Ave, Westport, CT 06880

A GOLD COAST opportunity: 6.6 acres of pristine estate living culminating at 400 ft of direct Long Island Sound waterfront.A winding drive from the famed Beachside Ave enclave leads past the tennis pavilion, through the shaded trees and into a cobblestone courtyard with fountain and perfectly manicured garden entry.Stepping through the front door, the striking view of blue water tops the lush

Leslie Clarke Compass Connecticut, LLC

122 Beachside Ave, Westport, CT 06880
/19
$899,000
- 14 Beds
- 6 Baths
- 11,114 Sq Ft
387 Clinton Ave, Bridgeport, CT 06605

INVESTORS TAKE NOTICE of this opportunity to own this 11,114 sq ft building with two amazing CASH Flow options. Zoning approved conversion to 15 units consisting a unit mix of 3 1beds and 12 Studios. also could easily have 10 one bedroom units. Possibilities are endless with this amazing opportunity. Also there is an option to Use existing building as a 20 unit rooming house .

Edward Zislis Higgins Group Real Estate

387 Clinton Ave, Bridgeport, CT 06605
/51
$11,300,000
- 12 Beds
- 16 Baths
- 16,487 Sq Ft
724 North St, Greenwich, CT 06831

Eight private, gated acres showcase a sprawling back-country home with stone terraces, secluded backyard, fountain and resort-style amenities including tennis court, indoor pool, spa, steam room and separate office. Thoughtful floor plan accommodates both grand scale entertaining as well as comfortable everyday living with elegant formal rooms, fireplaces in living, family rooms and library;

Julie Church Houlihan Lawrence

724 North St, Greenwich, CT 06831
/40
$1,700,000
- 5 Beds
- 6 Baths
- 7,833 Sq Ft
34 Fox Run Rd, Redding, CT 06896

New Price Drop!!! This exceptional luxury home has just been completed and is ready to welcome its first owner. Boasting 5 beds, 4 full baths, and 2 half baths, this residence blends elegance with modern convenience, offering a lifestyle of comfort and sophistication. Step inside to a grand 2-story foyer, setting the stage for the home's expansive open floor plan. The sun-drenched family room

Patrick Capobianco Dave Jones Realty, LLC

34 Fox Run Rd, Redding, CT 06896
/9
$794,999
- 13 Beds
- 4 Baths
- 3,411 Sq Ft
980 Pembroke St, Bridgeport, CT 06608

Welcome to 980 Pembroke Street! This amazing four-family building has been recently renovated making it a fantastic opportunity. The top floors each have four-bedroom units with spacious brand new eat-in kitchens. Hard wood floors throughout, and modern bathrooms and ample parking. The first floors are currently occupied by tenants adding to the property's income potential. Whether you're

Lisa Nussbaum Top Tier Realty Group, LLC

980 Pembroke St, Bridgeport, CT 06608
/33
$2,595,000
- 7 Beds
- 6 Baths
- 7,843 Sq Ft
125 Brett Ln, Fairfield, CT 06824

Discover your private sanctuary at the end of a serene cul-de-sac in Greenfield Hill. This country compound spans 4.5 acres, enveloping a French-inspired main house with 6 BRs, 4.2 baths, and an enchanting English garden. Go into the elegant formal living and dining rooms, both warmed by inviting FPs, setting the stage for memorable moments. The custom gourmet kitchen, designed for living, opens

Linna Yuen Coldwell Banker Realty

125 Brett Ln, Fairfield, CT 06824
/24
$3,500,000
- 5 Beds
- 3 Baths
- 4,170 Sq Ft
70 Redding Rd, Easton, CT 06612

This magnificent country estate includes the historic Thorp House on 24.5 acres of riverfront property, as well as a charming 1 bedroom rental cottage with attached 2 car garage. The main house, built in 1750, is listed on the National Register of Historic Places. Authentic period details grace the home with unique old world charm. Cathedral ceilings in the kitchen and great room make a stately

Charlotte Cotton William Raveis Real Estate

70 Redding Rd, Easton, CT 06612
/32
$8,950,000
- 6 Beds
- 10 Baths
- 8,146 Sq Ft
26 Andrews Farm Rd, Greenwich, CT 06831

Classic brick Georgian updated for today's lifestyle. Just renovated, the residence features high ceilings, oversized windows, hardwood flooring, tasteful stone and tile throughout three levels, a splendid backdrop for both formal and casual entertaining. One of a kind first-floor primary suite with two stunning bathrooms and two dressing rooms. Elegant formal rooms open to a west-facing brick

Leslie McElwreath Sotheby's International Realty

26 Andrews Farm Rd, Greenwich, CT 06831
/29
$2,499,000
- 5 Beds
- 5 Baths
- 3,598 Sq Ft
201 Shore Rd, Greenwich, CT 06830

1st house on Belle Haven peninsula offers bucolic commuter convenience in a most sought-after enclave overlooking Greenwich Harbor. Positioned atop slope with outstanding Harbor views, this 5 bed, 3 full & two half bathroom residence spans 3,598 sqft. Cleverly renovated to maximize water views with upgraded systems & interior improvements, this home marries smart functional privacy with today's

Meg McAuley Kaicher Coldwell Banker Realty

201 Shore Rd, Greenwich, CT 06830
/39
$7,999,999
- 6 Beds
- 10 Baths
- 15,399 Sq Ft
119 Proprietors Crossing, New Canaan, CT 06840

119 Proprietors Crossing is a breathtaking estate by architect James E. Gearity. Set on four acres, this fully restored six-bedroom home blends timeless elegance with modern function. A private drive and grand fountain lead you in to a soaring foyer with a sweeping staircase beneath a dramatic Baccarat chandelier. The parlor, with one of seven fireplaces, flows to a serene terrace. The Blue Room

Ashlei De Souza Serhant Connecticut, LLC

119 Proprietors Crossing, New Canaan, CT 06840
/35
$44,600,000
- 6 Beds
- 8 Baths
- 12,492 Sq Ft
545 Indian Field Rd, Greenwich, CT 06830

An idyllic coastal resort, this regal stone Georgian features 450 feet of direct waterfront acreage with expansive water views of the Long Island Sound to the NYC skyline, inside the exclusive Mead Point Association with 24hr guard-gated security. Masterfully designed and meticulously constructed in 2014 with inspiration from the original 1928 stone manor, this sophisticated residence offers

Leslie McElwreath Sotheby's International Realty

545 Indian Field Rd, Greenwich, CT 06830
/10
$1,250,000
- 12 Beds
- 4 Baths
- 8,408 Sq Ft
1368 E Main St, Bridgeport, CT 06608

Great opportunity for an investor or owner occupation for this mix-use building, with the liquor store on the first floor, and four three-bedroom apartments on the second and third floors. All utilities are separate. Long-term tenants all month by month.

Qin Lin Sovereign Properties

1368 E Main St, Bridgeport, CT 06608
/40
$2,999,000
- 6 Beds
- 6.5 Baths
- 7,649 Sq Ft
29 Rogues Ridge, Weston, CT 06883

This exquisite custom estate with pool site on 4.7+/- acres (poss./potential to divide) will take your breath away. Set atop one of the highest points in the area, this luxurious retreat blends modern luxury, convenience, privacy and treetop vistas into one irresistible package. Sited to capture the incomparable views, every room and multiple terraces have gorgeous panoramas, with a circulating

Alex Chingas Coldwell Banker Realty

29 Rogues Ridge, Weston, CT 06883
/38
$17,000,000
- 6 Beds
- 9 Baths
- 10,197 Sq Ft
865 Hollow Tree Ridge Rd, Darien, CT 06820

Combining refined elegance with complete privacy, this 9.5-acre estate is the quintessential sanctuary for those seeking an elevated, sophisticated lifestyle in a tranquil and secluded setting. Situated at the end of a gravel drive lined with Bradford Pear trees, the compound features a 10,000-square-foot main house, a luxurious pool and pool house, a charming two-bedroom guest cottage, and an

Ashley Dineen Compass Connecticut, LLC

865 Hollow Tree Ridge Rd, Darien, CT 06820

Showing Results 361 - 400, Page 10 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