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

825 homes + 1 early access

Sort:

Recommended

NEW 2 HRS AGO

ABOUT THIS HOME
Luxury Home for sale in Fairfield County, CT:
Welcome to 61 Center Drive, a move-in-ready Old Greenwich home at the end of a cul de sac. Thoughtfully updated across two levels, this 5-bedroom, 3-full bath home offers approximately 2,300 square feet with bright gathering spaces, renovated finishes, and multiple areas to work, host, or just relax. The main level features hardwood floors, a newly updated kitchen that easily flows into a spacious dining and living room overlooking the foyer with generous natural light. Three bedrooms and two newly renovated full bathrooms complete this level. The finished lower level adds meaningful versatility with a spacious bedroom, renovated full bathroom, fireside recreation room, and an additional fl

$1,549,000

5 beds3 baths2,353 sq ft

61 Center Dr, Old Greenwich, CT 06870

Cul de sac • Updated kitchen • Flex room

NEW 55 MINS AGOFLOOR PLAN

ABOUT THIS HOME
Luxury Home for sale in Fairfield County, CT:
Exceptional custom-built residence in Greenwich's coveted Bailiwick Association, thoughtfully designed with the finest materials, craftsmanship and an effortless connection to the outdoors. Set on 1.4+ beautifully level acres, this 5,400+ SF transitional Colonial is filled with incredible natural light and offers seamless flow for everyday living and entertaining. A welcoming front porch opens to a dramatic double-height, front-to-back foyer. The elegant living and dining rooms feature beautiful millwork, soaring ceilings and walls of sliding glass doors opening to expansive decks and patios. At the heart of the home, a stunning chef's kitchen with double islands, Sub-Zero and Wolf applianc

$4,250,000

5 beds5 baths5,482 sq ft

7 Bailiwick Rd, Greenwich, CT 06831

Level acres • Double height foyer • Sliding glass doors

NEW 1 HR AGO

ABOUT THIS HOME
Luxury Home for sale in Fairfield County, CT:
AVENUE TERRACE -- Sophisticated downtown Greenwich living in a private six-home enclave just minutes from Greenwich Avenue and Metro-North. 25B Woodland Drive blends modern farmhouse character with refined contemporary style in a bright, beautifully designed townhouse residence. Southern exposure and abundant windows fill the open-concept main level with natural light. Hardwood floors, a welcoming fireplace and custom oak stair railings add warmth and architectural character throughout. The luxurious primary suite encompasses the entire second floor, creating an exceptional private retreat with an expansive walk-in closet/dressing room, separate sitting room or home office, and sumptuous pr

$2,900,000

3 beds3.5 baths2,526 sq ft

25 Woodland Dr Unit B, Greenwich, CT 06830

Abundant windows • Welcoming fireplace • $110 HOA

NEW 2 HRS AGO

ABOUT THIS HOME
Luxury Home for sale in Fairfield County, CT:
Perfect for investors, 1031 buyers, or an owner-occupant with a business: two apartments plus a street-level salon in East Norwalk, a five-minute walk to the East Norwalk train station, Veterans Park and the harbor. Three income streams, $75,600 gross scheduled, and every tenant pays their own heat and electric (4 electric meters, 3 gas). First floor: a true 3-bedroom, 1-bath at $2,200, month-to-month; comparable 3-bedroom units nearby have leased at $2,800-$3,200, so the new owner sets the rent. Second floor: 3-bedroom, 1-bath at $2,550 with finished walk-up attic space above. Street level: established salon on a lease at $1,550. Owner expenses of $23,404 (taxes, water, trash, insurance, m

$995,000

6 beds2 baths3,169 sq ft

12 Fort Point St, Norwalk, CT 06855

Rear area is a yard • 5,662 sq ft lot • 2 parking spots

COMING SOON

ABOUT THIS HOME
Luxury Home for sale in Fairfield County, CT:
Welcome to 45 State Route 39, a beautifully appointed 4 bedroom, 2.5 bath Colonial set on just over 2 private acres in New Fairfield, thoughtfully crafted by respected local builder Fairchild & Retallick Homes. From the moment you enter the welcoming marble foyer, custom details, refined millwork and quality finishes set the tone throughout more than 4,000 square feet of living space. The main floor offers versatility and comfort, featuring an office with French doors currently used as a play room, sun soaked living room with stone fireplace, attached dining room flowing into your kitchen with stainless steel appliances, granite countertops and open floor plan with breakfast nook. Con

$995,000

4 beds2.5 baths4,552 sq ft

45 State Route 39, New Fairfield, CT 06812

Refined millwork • Marble foyer • Custom details

Property at 96 Indian Cave Rd, Ridgefield, CT 06877, 4 beds, 2.5 baths

$1,300,000

4 beds2.5 baths2,913 sq ft

96 Indian Cave Rd, Ridgefield, CT 06877

Property at 314 Barrack Hill Rd, Ridgefield, CT 06877, 4 beds, 4.5 baths

$1,285,000

4 beds4.5 baths3,086 sq ft

314 Barrack Hill Rd, Ridgefield, CT 06877

Property at 25 Adams Ln, New Canaan, CT 06840, 6 beds, 7 baths

$5,195,000

6 beds7 baths7,634 sq ft

25 Adams Ln, New Canaan, CT 06840

Property at 27 Longview Ave, Fairfield, CT 06824, 4 beds, 2 baths

$895,000

4 beds2 baths2,984 sq ft

27 Longview Ave, Fairfield, CT 06824

Property at 20 Lighthouse Way, Darien, CT 06820, 4 beds, 3.5 baths

$3,925,000

4 beds3.5 baths4,093 sq ft

20 Lighthouse Way, Darien, CT 06820

Property at 104 Old Rd, Westport, CT 06880, 4 beds, 3 baths

$1,649,000

4 beds3 baths2,807 sq ft

104 Old Rd, Westport, CT 06880

Property at 163 Cedarwood Rd, Stamford, CT 06903, 3 beds, 2.5 baths

$989,000

3 beds2.5 baths2,304 sq ft

163 Cedarwood Rd, Stamford, CT 06903

Property at Gravel Island Rd, New Canaan, CT 06840, 4 beds, 3 baths

$1,999,000

4 beds3 baths4,183 sq ft

Gravel Island Rd, New Canaan, CT 06840

Property at 739 Lake Ave, Greenwich, CT 06830, 5 beds, 5.5 baths

$4,500,000

5 beds5.5 baths5,281 sq ft

739 Lake Ave, Greenwich, CT 06830

Property at 23 Mill Stream Rd, Stamford, CT 06903, 3 beds, 2.5 baths

$1,180,000

3 beds2.5 baths3,596 sq ft

23 Mill Stream Rd, Stamford, CT 06903

Property at 655 Beach Rd, Fairfield, CT 06824, 5 beds, 5 baths

$2,895,000

5 beds5 baths3,967 sq ft

655 Beach Rd, Fairfield, CT 06824

Property at 30 Soundview Farm Rd, Weston, CT 06883, 5 beds, 6.5 baths

$2,000,000

5 beds6.5 baths7,261 sq ft

30 Soundview Farm Rd, Weston, CT 06883

Property at 2 Windy Hill Rd, Westport, CT 06880, 6 beds, 7 baths

$4,600,000

6 beds7 baths8,185 sq ft

2 Windy Hill Rd, Westport, CT 06880

Property at 67 Peach Hill Rd, Darien, CT 06820, 6 beds, 7.5 baths

$5,995,000

6 beds7.5 baths8,068 sq ft

67 Peach Hill Rd, Darien, CT 06820

Property at 28 Bulkley Ave N, Westport, CT 06880, 5 beds, 4 baths

$2,350,000

5 beds4 baths5,793 sq ft

28 Bulkley Ave N, Westport, CT 06880

Property at 8 Birdseye Rd, Monroe, CT 06468, 3 beds, 2.5 baths

$1,179,000

3 beds2.5 baths2,795 sq ft

8 Birdseye Rd, Monroe, CT 06468

Property at 77 Havemeyer Ln #410, Stamford, CT 06902, 3 beds, 2 baths

$999,000

3 beds2 baths1,400 sq ft

77 Havemeyer Ln #410, Stamford, CT 06902

Property at 212 Old Sib Rd, Ridgefield, CT 06877, 3 beds, 2 baths

$859,000

3 beds2 baths2,014 sq ft

212 Old Sib Rd, Ridgefield, CT 06877

Property at 60 Middlesex Rd, Darien, CT 06820, 4 beds, 2.5 baths

$1,749,000

4 beds2.5 baths2,106 sq ft

60 Middlesex Rd, Darien, CT 06820

Property at 26 Campbell Dr, Stamford, CT 06903, 4 beds, 3 baths

$950,000

4 beds3 baths2,315 sq ft

26 Campbell Dr, Stamford, CT 06903

Property at 24 Good Hill Rd, Weston, CT 06883, 3 beds, 2 baths

$1,100,000

3 beds2 baths1,778 sq ft

24 Good Hill Rd, Weston, CT 06883

Property at 27 Woody Ln, Westport, CT 06880, 5 beds, 4.5 baths

$3,400,000

5 beds4.5 baths6,166 sq ft

27 Woody Ln, Westport, CT 06880

Property at 3 Fairfield Ave, Darien, CT 06820, 3 beds, 2.5 baths

$1,595,000

3 beds2.5 baths2,021 sq ft

3 Fairfield Ave, Darien, CT 06820

Property at 34 Wescott St, Riverside, CT 06878, 4 beds, 4.5 baths

$3,295,000

4 beds4.5 baths4,500 sq ft

34 Wescott St, Riverside, CT 06878

Property at 269 West Ln, Ridgefield, CT 06877, 6 beds, 6 baths

$2,700,000

6 beds6 baths6,671 sq ft

269 West Ln, Ridgefield, CT 06877

Property at 1 Maplewood Ave, Westport, CT 06880, 2 beds, 2 baths

$899,000

2 beds2 baths1,262 sq ft

1 Maplewood Ave, Westport, CT 06880

Property at 17 Cary Rd, Riverside, CT 06878, 3 beds, 2 baths

$995,000

3 beds2 baths2,096 sq ft

17 Cary Rd, Riverside, CT 06878

Property at 18 Sidney Lanier Ln, Greenwich, CT 06831, 5 beds, 5.5 baths

$4,500,000

5 beds5.5 baths6,134 sq ft

18 Sidney Lanier Ln, Greenwich, CT 06831

Property at 32 Josephine Evaristo Ave, Greenwich, CT 06830, 4 beds, 2 baths

$995,000

4 beds2 baths— sq ft

32 Josephine Evaristo Ave, Greenwich, CT 06830

Mike Parelli Real Estate LLC

Property at 121 Picketts Ridge Rd, Redding, CT 06896, 5 beds, 3.5 baths

$1,279,000

5 beds3.5 baths4,614 sq ft

121 Picketts Ridge Rd, Redding, CT 06896

Property at 2 Longwood Dr, Redding, CT 06896, 4 beds, 4.5 baths

$1,599,000

4 beds4.5 baths6,259 sq ft

2 Longwood Dr, Redding, CT 06896

Property at 1 Midbrook Ln, Old Greenwich, CT 06870, 5 beds, 3 baths

$2,095,000

5 beds3 baths2,477 sq ft

1 Midbrook Ln, Old Greenwich, CT 06870

Property at 1 Deepwoods Ln, Old Greenwich, CT 06870, 5 beds, 4 baths

$4,025,000

5 beds4 baths4,488 sq ft

1 Deepwoods Ln, Old Greenwich, CT 06870

Berkshire Hathaway HS NE Prop.

Property at 97 Brookhollow Ln, Stamford, CT 06902, 5 beds, 4.5 baths

$1,975,000

5 beds4.5 baths5,929 sq ft

97 Brookhollow Ln, Stamford, CT 06902

Property at 877 S Pine Creek Rd, Fairfield, CT 06824, 3 beds, 2 baths

$1,299,000

3 beds2 baths1,297 sq ft

877 S Pine Creek Rd, Fairfield, CT 06824

Property at 20 Church St Apt B66, Greenwich, CT 06830, 1 bed, 1 bath

$1,499,000

1 bed1 bath1,038 sq ft

20 Church St Apt B66, Greenwich, CT 06830

Viewing page 1 of 21

Based on information submitted to the MLS GRID as of Mon Sep 07 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.

Luxury Homes for Sale in Fairfield County

There are currently 822 luxury homes for sale in Fairfield County at a median listing price of $695K. 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 50 days and receive 4 offers. This map is refreshed with the newest listings in Fairfield County every 15 minutes.

In the past month, 922 homes have been sold in Fairfield County. In addition to houses in Fairfield County, there were also 852 condos, 1 townhouse, and 214 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.

More real estate resources for Fairfield County, CT

Nearby Counties

Cities

Nearby Counties with Luxury Homes

Nearby Cities with Luxury Homes

More to explore in Fairfield County, CT

How to buy a house in Fairfield County, CT

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

5 Redfin agents serving Fairfield County

Deals*

4.4

Satisfaction

241

Homes closed*

* Data from the last year

Popular Markets in Connecticut

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.