Fairfield County, CT homes for sale & real estate

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ABOUT THIS HOME
Fairfield County, CT Homes for Sale
Perched in timeless elegance atop an expansive 2.91-acre gated peninsula, with best-in-class views of the Manhattan skyline and the shimmering Long Island Sound, Cedar Cliff is a Mediterranean villa of unrivaled pedigree and commanding presence. Privately situated along a secluded road within Riverside's prestigious Indian Head Association, this storied property occupies the historic grounds of railroad magnate Henry Francis Shoemaker's former compound--a Gilded Age legacy that later served as the backdrop for the iconic Cedar Cliff Beach Club of the 1920s. The estate bears the name Shoemaker originally gave his villa, 'Cedar Cliff'--a designation that eventually defined the very road on wh

$100,000,000

8 beds11.5 baths13,163 sq ft

108 Cedar Cliff Rd, Riverside, CT 06878

Historic grounds • Mediterranean villa • Gated peninsula

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ABOUT THIS HOME
Fairfield County, CT Homes for Sale
NOW OFFERED AT $1,899,000! One of Ridgefield's most extraordinary values with breathtaking year-round views overlooking Lake Mamanasco. Perched high above the lake on 2.5 private acres bordering protected Ridgefield Conservancy land, this architectural masterpiece by award-winning builder Carl Lecher blends timeless design with an unmatched connection to nature. Every square footage is fully well above ground level with steel beam construction, soaring ceilings, walls of glass, exposed beams, and solid maple flooring create dramatic living spaces flooded with natural light. Expansive wraparound decks capture spectacular lake and distant mountain views from nearly every room. The chef's kitc

$1,899,000

7 beds3 baths3,486 sq ft

10 Hillcrest Ct, Ridgefield, CT 06877

Private beach • Wraparound decks • Luxury full bath

ABOUT THIS HOME
Fairfield County, CT Homes for Sale
2,369 sq. ft. Trumbull Colonial boasts 4 bedrooms, 3 full baths, a 2-car garage and nearly 1/3 acre. Hardwood floors flow throughout the home, featuring central air, a living room with a fireplace, formal dining room, main level laundry and eat-in kitchen with pantry. The generous primary suite features a vaulted ceiling, a private full bath, walk-in closet and sliders to a balcony. Enjoy all that Trumbull has to offer: award winning schools, town pools, golf, parks, dining, convenient highway access and nearby walking and biking trails. Garage door sold as is. Dishwasher doesn't work; sold as is.

$569,900

4 beds3 baths1,863 sq ft

12 Sunset Ave, Trumbull, CT 06611

0.29 acre lot • 2 garage spots • Built 1941

ABOUT THIS HOME
Fairfield County, CT Homes for Sale
Hampton Heights - Extraordinary architecture & views in this Mid Century modern deck home set back privately w/ panoramic sweeping vistas of Lake Mamanasco & Turtle Pond. This sun drenched work of art has been extensively remodeled inside & out featuring designer appointments plus prof. landscape & hardscape including the expansive lower bluestone patio. With private gated entry & hilltop perch on 2.38 acres bordering open space, you will feel worlds away, yet premier southwest location - just 5 minutes to Ridgefield's historic Main Street for shopping, museums, library/park, & only 12 miles to the Katonah station. Total 3,528 sf on 3 finished levels w/ 4-

$1,499,000

4 beds3.5 baths2,528 sq ft

12 Hillcrest Ct, Ridgefield, CT 06877

Large eat-in kitchen • Hilltop perch • Private gated entry

ABOUT THIS HOME
Fairfield County, CT Homes for Sale
More than just a home, 28 Drewbarrie Lane was thoughtfully designed to be the place its owners would never want to leave. Privately set among mature trees in one of Easton's most peaceful settings, it offers a lifestyle centered around comfort, connection, and enjoying every season to its fullest. Mornings begin with sunlight filling the living spaces, afternoons are spent by the solar-heated pool, and evenings naturally gather family and friends around the warmth of the Scandinavian masonry fireplace. The home's open kitchen, dining, and great room create an inviting hub for everyday living, while thoughtfully separated bedroom wings provide privacy and quiet retreats for family members an

$1,195,000

4 beds3.5 baths4,548 sq ft

28 Drewbarrie Ln, Easton, CT 06612

Triple pane windows • South facing windows • Open kitchen

Property at 171 Proprietors Xing, New Canaan, CT 06840, 5 beds, 3.5 baths

$2,495,000

5 beds3.5 baths5,532 sq ft

171 Proprietors Xing, New Canaan, CT 06840

Property at 35 Skyline Dr, Sherman, CT 06784, 3 beds, 2 baths

$995,000

3 beds2 baths3,000 sq ft

35 Skyline Dr, Sherman, CT 06784

Property at 3699 Broadbridge Ave #317, Stratford, CT 06614, 2 beds, 1 bath

$175,000

2 beds1 bath914 sq ft

3699 Broadbridge Ave #317, Stratford, CT 06614

Property at 21 Holiday Point Rd, Sherman, CT 06784, 4 beds, 3.5 baths

$999,000

4 beds3.5 baths4,854 sq ft

21 Holiday Point Rd, Sherman, CT 06784

Property at 23 Church St, Wilton, CT 06897, 3 beds, 1.5 baths

$849,000

3 beds1.5 baths1,612 sq ft

23 Church St, Wilton, CT 06897

Property at 12 Darien Rd, New Fairfield, CT 06812, 4 beds, 2 baths

$488,000

4 beds2 baths1,628 sq ft

12 Darien Rd, New Fairfield, CT 06812

Property at 141 Canoe Brook Rd, Trumbull, CT 06611, 3 beds, 3 baths

$1,200,000

3 beds3 baths3,689 sq ft

141 Canoe Brook Rd, Trumbull, CT 06611

Property at 109 Benedict Rd, Monroe, CT 06468, 4 beds, 4.5 baths

$949,000

4 beds4.5 baths4,720 sq ft

109 Benedict Rd, Monroe, CT 06468

Property at 670 Wigwam Ln, Stratford, CT 06614, 3 beds, 2 baths

$525,000

3 beds2 baths1,896 sq ft

670 Wigwam Ln, Stratford, CT 06614

Property at 39 Clearview Ave, Danbury, CT 06811, 3 beds, 1.5 baths

$499,000

3 beds1.5 baths1,874 sq ft

39 Clearview Ave, Danbury, CT 06811

Property at 8 Ernel Dr, Riverside, CT 06878, 4 beds, 3 baths

$1,750,000

4 beds3 baths1,832 sq ft

8 Ernel Dr, Riverside, CT 06878

Property at 385 Unquowa Rd #385, Fairfield, CT 06824, 2 beds, 2.5 baths

$629,900

2 beds2.5 baths1,350 sq ft

385 Unquowa Rd #385, Fairfield, CT 06824

Property at 159 Newtown Tpke, Weston, CT 06883, 5 beds, 5.5 baths

$1,995,000

5 beds5.5 baths5,131 sq ft

159 Newtown Tpke, Weston, CT 06883

Property at 1018 North St, Greenwich, CT 06831, 3 beds, 1.5 baths

$999,000

3 beds1.5 baths1,546 sq ft

1018 North St, Greenwich, CT 06831

Property at 268 Umpawaug Rd, Redding, CT 06896, 4 beds, 3 baths

$699,000

4 beds3 baths3,922 sq ft

268 Umpawaug Rd, Redding, CT 06896

Property at 104 Strawberry Hill Ave #1, Stamford, CT 06902, 2 beds, 1 bath

$219,900

2 beds1 bath900 sq ft

104 Strawberry Hill Ave #1, Stamford, CT 06902

Property at 22 Cloverdale Ave, Shelton, CT 06484, 3 beds, 2.5 baths

$560,000

3 beds2.5 baths2,248 sq ft

22 Cloverdale Ave, Shelton, CT 06484

Property at 1 Boat Rd, Danbury, CT 06811, 4 beds, 3 baths

$515,000

4 beds3 baths1,744 sq ft

1 Boat Rd, Danbury, CT 06811

Property at 775 Sasco Hill Rd, Fairfield, CT 06824, 5 beds, 6 baths

$5,995,000

5 beds6 baths6,189 sq ft

775 Sasco Hill Rd, Fairfield, CT 06824

Property at 260 Pilgrim Ln, Stratford, CT 06614, 4 beds, 3 baths

$719,900

4 beds3 baths2,304 sq ft

260 Pilgrim Ln, Stratford, CT 06614

Property at 10 Arthurs Ct, Newtown, CT 06470, 5 beds, 5 baths

$1,290,000

5 beds5 baths6,945 sq ft

10 Arthurs Ct, Newtown, CT 06470

Property at 95 Wildwood Dr, Stratford, CT 06615, 4 beds, 2.5 baths

$760,000

4 beds2.5 baths3,788 sq ft

95 Wildwood Dr, Stratford, CT 06615

Property at 76 Putnam Park #76, Greenwich, CT 06830, 3 beds, 2 baths

$949,000

3 beds2 baths1,648 sq ft

76 Putnam Park #76, Greenwich, CT 06830

Property at 123 Saddle Rock Rd, Stamford, CT 06902, 5 beds, 5.5 baths

$10,995,000

5 beds5.5 baths5,560 sq ft

123 Saddle Rock Rd, Stamford, CT 06902

Property at 1626 Iranistan Ave, Bridgeport, CT 06604, 4 beds, 2 baths

$420,000

4 beds2 baths1,856 sq ft

1626 Iranistan Ave, Bridgeport, CT 06604

Property at 3300 Park Ave #33, Bridgeport, CT 06604, 4 beds, 3.5 baths

$499,000

4 beds3.5 baths2,474 sq ft

3300 Park Ave #33, Bridgeport, CT 06604

Property at 198 E Middle Patent Rd, Greenwich, CT 06831, 3 beds, 3 baths

$1,675,000

3 beds3 baths3,994 sq ft

198 E Middle Patent Rd, Greenwich, CT 06831

Property at 47 Ridge St, Cos Cob, CT 06807, 4 beds, 4.5 baths

$2,795,000

4 beds4.5 baths3,408 sq ft

47 Ridge St, Cos Cob, CT 06807

Property at 767 Ridgebury Rd, Ridgefield, CT 06877, 3 beds, 2.5 baths

$1,899,000

3 beds2.5 baths2,850 sq ft

767 Ridgebury Rd, Ridgefield, CT 06877

Property at 30 Stonewall Ln, Monroe, CT 06468, 4 beds, 4.5 baths

$844,900

4 beds4.5 baths3,710 sq ft

30 Stonewall Ln, Monroe, CT 06468

Property at 39 Brookridge Dr, Call Listing Agent, CT 06830, 7 beds, 10 baths

$28,500,000

7 beds10 baths18,370 sq ft

39 Brookridge Dr, Call Listing Agent, CT 06830

Houlihan Lawrence Inc.

Property at 347 Delavan Ave, Greenwich, CT 06830, 4 beds, 3 baths

$1,575,000

4 beds3 baths2,495 sq ft

347 Delavan Ave, Greenwich, CT 06830

Property at 991 Lake Ave, Greenwich, CT 06831, 5 beds, 5.5 baths

$6,250,000

5 beds5.5 baths9,493 sq ft

991 Lake Ave, Greenwich, CT 06831

Property at 15 Flat Rock Dr, Ridgefield, CT 06877, 4 beds, 3 baths

$949,000

4 beds3 baths3,294 sq ft

15 Flat Rock Dr, Ridgefield, CT 06877

Property at 21 Pecksland Rd, Greenwich, CT 06831, 5 beds, 6 baths

$5,495,000

5 beds6 baths4,946 sq ft

21 Pecksland Rd, Greenwich, CT 06831

Property at 3 Shorehaven Rd, Norwalk, CT 06855, 5 beds, 5.5 baths

$3,595,000

5 beds5.5 baths5,481 sq ft

3 Shorehaven Rd, Norwalk, CT 06855

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Based on information submitted to the MLS GRID as of Thu Oct 15 2026. 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.

Average home prices near Fairfield County, CT

Cities

Counties

Hartford County homes for sale
$398,500
Litchfield County homes for sale
$549,000
New Haven County homes for sale
$419,900

Fairfield County, CT real estate trends

All Home Types trends in Fairfield County, CT

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$698,437

+4.6% YoY | Sep 2026

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Sep 2026

Growth

% YoY

Fairfield County, CT

$698,437

+4.6%

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* Data from the last year

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