Luxury homes for sale & real estate in Fairfield County, CT

629 homes

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ABOUT THIS HOME
Luxury Home for sale in Fairfield County, CT:
Eight minutes from downtown Westport, escape to 11 Judges Hollow-a 1930's rustic hunting cabin on 1.6 private wooded acres at the end of a long secluded driveway. A one of a kind private in holding completely surrounded by the 180 acre Brett Woods Conservation Area, this rare property offers ultimate privacy with protected open space as your permanent neighbor. Judges Hollow is nestled within Fairfield's prestigious Greenfield Hill area, known for its historic charm and upscale residential character. This tree-lined pastoral neighborhood features homes accompanied by multiple outbuildings set on generous lots, offering privacy and tranquility while remaining conveniently connected to downto

$950,000

2 beds2 baths1,135 sq ft

11 Judges Hollow Rd, Fairfield, CT 06824

Generous lots • Private wooded acres • Protected open space

COMING SOON

ABOUT THIS HOME
Luxury Home for sale in Fairfield County, CT:
Tucked away at the end of a leafy cul de sac, this GORGEOUS home is the one you have been waiting for. With a superb floor plan and tastefully finished throughout, this 4 bedroom 2.5 bath home oozes with finesse. The kitchen has terrific counter space for entertaining and food prep and with the open concept family/dining room, you will not miss a beat. A formal living room with fireplace and a generous dining room lend themselves to spaces for fun get togethers. A laundry room and half bath complete the main floor. Upstairs there are 4 bedrooms. The primary has a walk in closet and full bath. 3 additional bedrooms, a full bath and large linen closet complete this floor. Downstairs, the fini

$1,299,000

4 beds2.5 baths3,096 sq ft

119 Wedgemere Rd, Stamford, CT 06905

1.01 acre lot • 2 garage spots • Built 1966

OPEN DEC 4, 12PM TO 2PM

ABOUT THIS HOME
Luxury Home for sale in Fairfield County, CT:
A rare end-unit townhome offering exceptional space, privacy, and a thoughtfully designed layout. Cathedral ceilings in the kitchen and living room create an airy, open feel, complemented by abundant natural light and modern finishes throughout. The first-floor master suite includes an en-suite bath with a Jacuzzi tub, providing the option for true single-level living. Upstairs, the second master bedroom is a standout feature-remarkably large, with double oversized custom walk-in closets and a well-appointed Jack-and-Jill bathroom. The modern kitchen integrates seamlessly into the main living areas, making both everyday living and entertaining effortless. The lower level adds impressive ve

$999,000

3 beds3.5 baths3,229 sq ft

76 Hilary Cir #76, Fairfield, CT 06825

End-unit townhome • Cathedral ceilings • En-suite bath

COMING SOON

ABOUT THIS HOME
Luxury Home for sale in Fairfield County, CT:
Embrace the tranquility of this exceptional equestrian estate, nestled on 4.45 acres of private beautiful land. This serene property is a haven for horse and animal lovers, featuring expansive pastures, barn, stable, shed, paddocks and sand riding ring. This one-of-a-kind property borders the Aspetuck Land Trust, offering unmatched natural beauty and privacy. The renovated and well-maintained antique farmhouse exudes charm, with many gathering spaces on the main level and a private office. The views of the property from the farmhouse are simply wonderful. There are two bedrooms and additional rooms on the upper level, allowing flexible living with excellent space. The primary suite is lovel

$1,699,000

2 beds1.5 baths2,131 sq ft

160 Cedar Rd, Southport, CT 06890

4.45 acre lot • 4 parking spots • Pool

COMING SOON

ABOUT THIS HOME
Luxury Home for sale in Fairfield County, CT:
Located in Riverside with exceptional proximity to the village of Old Greenwich and its train station offering a direct connection to New York City! This home blends quiet residential living with everyday convenience. Beaches, parks, shops, restaurants, are all nearby, along with access to the Greenwich's high ranking public schools.

$2,795,000

4 beds2.5 baths3,022 sq ft

22 Summit Rd, Riverside, CT 06878

0.25 acre lot • Garage • Built 1948

Property at 8 Moorland Rd, Trumbull, CT 06611, 4 beds, 4 baths

$875,000

4 beds4 baths3,862 sq ft

8 Moorland Rd, Trumbull, CT 06611

Property at 77 Maple St, Darien, CT 06820, 4 beds, 3 baths

$1,495,000

4 beds3 baths2,180 sq ft

77 Maple St, Darien, CT 06820

Property at 88 Starin Dr, Stamford, CT 06902, 6 beds, 3.5 baths

$2,670,000

6 beds3.5 baths5,031 sq ft

88 Starin Dr, Stamford, CT 06902

Property at 35 Sterling Rd, Greenwich, CT 06831, 5 beds, 5.5 baths

$7,150,000

5 beds5.5 baths7,916 sq ft

35 Sterling Rd, Greenwich, CT 06831

Property at 151 North St, Ridgefield, CT 06877, 4 beds, 2.5 baths

$850,000

4 beds2.5 baths2,220 sq ft

151 North St, Ridgefield, CT 06877

Property at 76 Sugarloaf Mountain Rd, Ridgefield, CT 06877, 4 beds, 2 baths

$850,000

4 beds2 baths2,938 sq ft

76 Sugarloaf Mountain Rd, Ridgefield, CT 06877

Property at 7 Finch Dr, Ridgefield, CT 06877, 3 beds, 2.5 baths

$941,000

3 beds2.5 baths1,700 sq ft

7 Finch Dr, Ridgefield, CT 06877

Property at 88 Valleywood Rd, Cos Cob, CT 06807, 2 beds, 1.5 baths

$1,200,000

2 beds1.5 baths1,328 sq ft

88 Valleywood Rd, Cos Cob, CT 06807

Property at 49 Pinner Ln, Stamford, CT 06903, 4 beds, 3.5 baths

$1,695,000

4 beds3.5 baths5,217 sq ft

49 Pinner Ln, Stamford, CT 06903

Property at 209 Rowayton Ave, Norwalk, CT 06853, 3 beds, 2.5 baths

$2,599,000

3 beds2.5 baths2,068 sq ft

209 Rowayton Ave, Norwalk, CT 06853

Property at 28 North Ridge Rd, Old Greenwich, CT 06870, 4 beds, 4.5 baths

$3,100,000

4 beds4.5 baths3,814 sq ft

28 North Ridge Rd, Old Greenwich, CT 06870

Property at 333 Palmer Hill Rd Unit 2E, Riverside, CT 06878, 2 beds, 2 baths

$875,000

2 beds2 baths1,528 sq ft

333 Palmer Hill Rd Unit 2E, Riverside, CT 06878

Property at 15 Dearfield Ln, Greenwich, CT 06831, 5 beds, 5.5 baths

$4,250,000

5 beds5.5 baths5,080 sq ft

15 Dearfield Ln, Greenwich, CT 06831

Property at 12 Walnut Ridge Ct, Stamford, CT 06905, 5 beds, 3.5 baths

$1,495,000

5 beds3.5 baths3,119 sq ft

12 Walnut Ridge Ct, Stamford, CT 06905

Property at 17 Will Merry Ln, Greenwich, CT 06831, 6 beds, 6.5 baths

$4,695,000

6 beds6.5 baths7,168 sq ft

17 Will Merry Ln, Greenwich, CT 06831

Property at 131 Henry St, Greenwich, CT 06830, 3 beds, 3.5 baths

$1,200,000

3 beds3.5 baths2,099 sq ft

131 Henry St, Greenwich, CT 06830

Property at 148 W Hills Rd, New Canaan, CT 06840, 5 beds, 4.5 baths

$2,995,000

5 beds4.5 baths5,731 sq ft

148 W Hills Rd, New Canaan, CT 06840

Property at 6 Walnut Ridge Ct, Stamford, CT 06905, 5 beds, 4.5 baths

$1,849,000

5 beds4.5 baths4,278 sq ft

6 Walnut Ridge Ct, Stamford, CT 06905

Property at 119 Proprietors Xing, New Canaan, CT 06840, 6 beds, 8 baths

$7,999,999

6 beds8 baths15,399 sq ft

119 Proprietors Xing, New Canaan, CT 06840

Property at 38 Chester Rd, Easton, CT 06612, 5 beds, 3 baths

$885,000

5 beds3 baths3,342 sq ft

38 Chester Rd, Easton, CT 06612

Property at 101 Northwood Dr, Easton, CT 06612, 5 beds, 5 baths

$1,920,000

5 beds5 baths8,933 sq ft

101 Northwood Dr, Easton, CT 06612

Property at 276 Greenley Rd, New Canaan, CT 06840, 6 beds, 6 baths

$5,995,000

6 beds6 baths7,605 sq ft

276 Greenley Rd, New Canaan, CT 06840

Property at 137 Millard St, Fairfield, CT 06824, 4 beds, 3.5 baths

$1,999,999

4 beds3.5 baths3,000 sq ft

137 Millard St, Fairfield, CT 06824

Property at 90 Lu Manor Dr, Fairfield, CT 06825, 4 beds, 2 baths

$1,199,000

4 beds2 baths1,908 sq ft

90 Lu Manor Dr, Fairfield, CT 06825

Property at 22 Misty Vale Rd, Sandy Hook, CT 06482, 4 beds, 3.5 baths

$1,275,000

4 beds3.5 baths4,624 sq ft

22 Misty Vale Rd, Sandy Hook, CT 06482

Property at 12 Merrill Rd, Norwalk, CT 06851, 4 beds, 2.5 baths

$919,000

4 beds2.5 baths2,538 sq ft

12 Merrill Rd, Norwalk, CT 06851

Property at 23 Meeting House Rd, Greenwich, CT 06831, 6 beds, 4.5 baths

$4,750,000

6 beds4.5 baths6,106 sq ft

23 Meeting House Rd, Greenwich, CT 06831

Property at 11 Winterset Rd, Greenwich, CT 06830, 6 beds, 7.5 baths

$8,995,000

6 beds7.5 baths10,400 sq ft

11 Winterset Rd, Greenwich, CT 06830

Property at 41 Sullivan Dr, Redding, CT 06896, 5 beds, 4.5 baths

$875,900

5 beds4.5 baths4,801 sq ft

41 Sullivan Dr, Redding, CT 06896

Property at 64 Old Redding Rd, Weston, CT 06883, 5 beds, 8 baths

$3,999,999

5 beds8 baths11,450 sq ft

64 Old Redding Rd, Weston, CT 06883

Property at 141 Putnam Park #141, Greenwich, CT 06830, 2 beds, 2 baths

$895,000

2 beds2 baths1,218 sq ft

141 Putnam Park #141, Greenwich, CT 06830

Property at 164 Janes Ln, Stamford, CT 06903, 4 beds, 3 baths

$1,295,000

4 beds3 baths3,119 sq ft

164 Janes Ln, Stamford, CT 06903

Property at 24 Warnock Dr, Westport, CT 06880, 3 beds, 2.5 baths

$1,999,000

3 beds2.5 baths2,844 sq ft

24 Warnock Dr, Westport, CT 06880

Property at 34 Davenport Dr, Stamford, CT 06902, 3 beds, 2 baths

$1,025,000

3 beds2 baths2,268 sq ft

34 Davenport Dr, Stamford, CT 06902

Property at 10 Woodhill Rd, Wilton, CT 06897, 5 beds, 6 baths

$2,895,000

5 beds6 baths7,045 sq ft

10 Woodhill Rd, Wilton, CT 06897

Property at 25 Mill Stone Cir, Stamford, CT 06903, 4 beds, 2.5 baths

$999,000

4 beds2.5 baths3,472 sq ft

25 Mill Stone Cir, Stamford, CT 06903

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Based on information submitted to the MLS GRID as of Sun Nov 30 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Luxury Homes for Sale in Fairfield County

There are currently 629 luxury homes for sale in Fairfield County at a median listing price of $680K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Fairfield County stay on the market for 48 days and receive 4 offers. This map is refreshed with the newest listings in Fairfield County every 15 minutes.

In the past month, 896 homes have been sold in Fairfield County. In addition to houses in Fairfield County, there were also 778 condos, 1 townhouse, and 200 multi-family units for sale in Fairfield County last month. Find your dream home in Fairfield County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Fairfield County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Fairfield County. If you're looking to sell your home in the Fairfield County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Fairfield County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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