Fairfield County CT Homes for Sale with Pool

/39
$599,900 Open Sun 11:30AM - 1:30PM
- 2 Beds
- 2.5 Baths
- 2,620 Sq Ft
193 Bayfield Ln Unit B, Stratford, CT 06614

Welcome to the Whittier Unit, the largest model in Oronoque Village, beautifully renovated from top to bottom and perfectly positioned to capture sweeping views of the Blackhawk Golf Course. With its open layout and thoughtfully designed spaces, this home offers a warm and inviting atmosphere for everyday living and entertaining. The main level features vaulted ceilings, hardwood flooring, and a

Sue Varrone

Coldwell Banker Realty

(475) 267-2036

193 Bayfield Ln Unit B, Stratford, CT 06614
/40
$995,000
- 7 Beds
- 4 Baths
- 3,167 Sq Ft
29 Priscilla Rd, Norwalk, CT 06850

Location, Location!! Beautiful big house in the heart of Norwalk, 7-Beds, 4-Baths, 2 spacious garages. Don't miss the opportunity to live just 40min from NYC. Close to MCC. Vacancy subject to owner finding a suitable home within the next 60 days

Miguel Jaraba Marquez

Whitestone Real Estate Group

(203) 769-9354

29 Priscilla Rd, Norwalk, CT 06850
/53
$4,995,000
- 4 Beds
- 6 Baths
- 5,244 Sq Ft
34 Edgewood Dr, Greenwich, CT 06831

Tucked discreetly at the end of a long, private drive in coveted mid-country Greenwich, masterfully renovated in 2025 this Colonial offers a harmonious blend of heritage architecture and sophisticated modernity. Designed to accommodate both grand-scale entertaining and intimate daily living, the residence unfolds across three levels and over 7,000 square feet of meticulously curated

Danielle Malloy

Serhant Connecticut LLC

(203) 769-9185

34 Edgewood Dr, Greenwich, CT 06831
/40
$2,250,000
- 5 Beds
- 4 Baths
- 2,452 Sq Ft
32 Beeholm Rd, Redding, CT 06896

Your exceptional 24+ acre private oasis awaits. This significant piece of Redding's natural beauty offers more than just a home; it includes two charming rustic cottages, adding an impressive 1,023 sq. ft. (#A) and 982 sq. ft. (#B) of versatile living space. Each cottage features 1 bedroom and 1 bath, providing ideal accommodations for guests, extended family, caretakers, or a steady revenue

Ellen Garcia

Brown Harris Stevens

(475) 291-4216

32 Beeholm Rd, Redding, CT 06896
/12
$295,500
- 2 Beds
- 1.5 Baths
- 1,248 Sq Ft
50 Birdseye St Unit 101, Stratford, CT 06615

Come see this completely updated unit at desirable Tide Harbor, Located directly overlooking Housatonic River & Long Island Sound. Enjoy a cup of coffee or glass of wine watching the boats go by. All new granite counter tops, new Pergo flooring thru-out,New recessed Lights in Living room & Master BR, New bathrooms w/ new fixtures & Granite vanity,New doors for closets & BR's, All new stainless

Mark Ballaro Ballaro

Ballaro Real Estate

(203) 463-5731

50 Birdseye St Unit 101, Stratford, CT 06615
/34
$750,000
- 4 Beds
- 2.5 Baths
- 3,587 Sq Ft
45 Ball Pond Rd, New Fairfield, CT 06812

Welcome to this beautiful West Side 4-bedroom center-hall colonial in desirable New Fairfield. Set back from the road, the home makes a great first impression with lighted stone pillars and a nearly level driveway. Inside, a wide foyer opens to a spacious living room and connects seamlessly to the formal dining room-ideal for gatherings. The kitchen is both functional and inviting, with ample

Jean Flynn

Luks Realty

(475) 267-2684

45 Ball Pond Rd, New Fairfield, CT 06812
/25
$579,000
- 2 Beds
- 2 Baths
- 1,610 Sq Ft
143 Hoyt St Unit 3B, Stamford, CT 06905

Spacious, sun-filled, and FULLY UPDATED 2-bedroom, 2-full bath condo in the highly sought-after Buckingham Association offers 1,600+ sq ft of stylish, turnkey living. Enjoy a beautifully remodeled kitchen featuring pristine white cabinetry, gleaming granite countertops, granite tile backsplash, stainless steel appliances -- including a beverage refrigerator -- and an open layout ideal for

Len Schwartz

Keller Williams Prestige Prop.

(475) 303-5771

143 Hoyt St Unit 3B, Stamford, CT 06905
/40
$749,000
- 3 Beds
- 2 Baths
- 2,612 Sq Ft
102 Hanover Rd, Newtown, CT 06470

Three Bedrooms and Two full Baths Contemporary Cape. With an open floor plan, a large Family Room with a Wood stove, a Sun Room, and a screened-in Hot Tub room. The kitchen has granite countertops and stainless steel appliances. The main level has a split A/C heating unit and skylights throughout. Outside with an above-ground pool and abundant Nature. An oversized deck that steps down to a patio

Edmundo DaSilva

eXp Realty

(203) 590-9796

102 Hanover Rd, Newtown, CT 06470
/40
$4,650,000
- 3 Beds
- 3 Baths
- 2,650 Sq Ft
34 Shorehaven Rd, Norwalk, CT 06855

Exclusive Waterfront Retreat in Gated Island Community - Just One Hour from NYC. Welcome to a rare opportunity to own one of only twelve homes on a secluded private island on the Long Island Sound. This 3-bedroom, 3-bathroom waterfront home offers the perfect escape from city life while remaining effortlessly connected to the best of Fairfield County. Perched between the sparkling waters of Long

Toni Mickiewicz

William Pitt Sotheby's Int'l

(475) 405-1946

34 Shorehaven Rd, Norwalk, CT 06855
/40
$12,400,000
- 12 Beds
- 16 Baths
- 18,000 Sq Ft
544 Oenoke Ridge, New Canaan, CT 06840

A rare opportunity to own a legacy estate that would command over $50 million to recreate in today's market. Orchard's End, built in 1929 designed by New York architect William B. Tubby, his outstanding designs include Waveny House in New Canaan, Dunnellen Hall in Greenwich and the William H. Childs House in Brooklyn. Beginning in 2014, the current owners retained world renowned architect Dinyar

Danielle Malloy

Serhant Connecticut, LLC

(475) 445-2580

544 Oenoke Ridge, New Canaan, CT 06840
/25
$3,999,000
- 6 Beds
- 8 Baths
- 6,000 Sq Ft
57 Evergreen Ave, Westport, CT 06880

Walk to downtown shops and restaurants from this stunning, reimagined, & rebuilt 1920 Dutch colonial home, situated on a spacious 1.17-acre in-town property.This is truly a work of art, as 2 properties have been seamlessly combined into one, creating a private oasis set way back from the road.Upon entering the home, you will be captivated by the meticulous attention to detail & the perfect blend

Hyleri Katzenberg

Compass Connecticut, LLC

(475) 253-3404

57 Evergreen Ave, Westport, CT 06880
/39
$529,000 Open Sat 11AM - 2PM
- 2 Beds
- 2.5 Baths
- 1,894 Sq Ft
1606 Pinnacle Way, Danbury, CT 06811

This tastefully updated town home in desirable Sterling Woods has quality design enhancements-elevating the home experience. Hardwood floors, updated lighting, pretty molding, and premium tile. The open floor plan of main level offers ideal movement from spacious living room with center fireplace to dining room with slider to the deck. Perfect for indoor outdoor entertaining.The eat- in kitchen

Mary Ellen Barnett

William Pitt Sotheby's Int'l

(475) 264-6596

1606 Pinnacle Way, Danbury, CT 06811
/40
$525,000
- 3 Beds
- 1.5 Baths
- 1,480 Sq Ft
50 Hortense St, Stratford, CT 06614

Make this beautiful three-bed 1.5 bath colonial nestled on a quiet dead-end street that exudes character inside and out your new home. Inside, the spacious eat-in kitchen features sufficient cabinetry and stainless steel appliances. The sliders off the dining area lead to the level backyard. The half bath and laundry room, which features a washer/dryer, are located on the main level. Upstairs are

Rudolph Perkins

Coldwell Banker Realty

(475) 253-3283

50 Hortense St, Stratford, CT 06614
/27
$6,250,000 Open Sun 11AM - 1PM
- 6 Beds
- 8 Baths
- 7,447 Sq Ft
79 Richmond Hill Rd, Greenwich, CT 06831

Completely renovated exquisitely designed Colonial-style home, nestled on 4 park-like acres. Custom millwork, built-ins, designer lighting, and European fixtures. Light-filled family dining area featuring a 20-foot curved sliding glass wall that opens to the patio and pool. The Primary Suite boasts private balcony, large dressing room, and luxurious bath complete with radiant heated floors,

Kevin Stone

Sotheby's International Realty

(203) 601-7487

79 Richmond Hill Rd, Greenwich, CT 06831
/40
$359,999
- 3 Beds
- 2 Baths
- 1,360 Sq Ft
98 Boston Terrace, Bridgeport, CT 06610

Located just minutes from Edison Elementary, this beautifully renovated 3-bedroom, 2-bathroom home blends modern updates with timeless charm. Step inside and immediately feel at home with rich hardwood floors, recessed lighting, and an inviting, open layout. The kitchen is designed to impress, featuring granite countertops, stainless steel Samsung appliances, and generous counter space perfect

Mike Albert

RE/MAX RISE

(475) 335-8321

98 Boston Terrace, Bridgeport, CT 06610
/40
$2,995,000
- 5 Beds
- 5.5 Baths
- 5,965 Sq Ft
2015 Redding Rd, Fairfield, CT 06824

Majestically sited on 2 private acres of professionally landscaped grounds, this exceptional SMART modern farmhouse surpasses new construction standards with uncompromising attention to detail. This 5,500+ SF estate exemplifies architectural integrity with handcrafted millwork and bespoke finishes throughout. Superior craftsmanship shines in every detail-from rich white oak hardwood floors to

Susan Lieberman

The Riverside Realty Group

(475) 252-9450

2015 Redding Rd, Fairfield, CT 06824
/5
$4,895,000 New Construction
- 6 Beds
- 9 Baths
- 9,224 Sq Ft
21 Warnock Dr, Westport, CT 06880

Expected for completion Fall 2025, this striking architectural design meets refined luxury in a meticulously crafted 9,200+/- sq ft, 6-bedroom, 6 full, & 3 half bath new residence. Showcasing the collaborative excellence of AR Luxury Homes w/ interior design by Mary Beth Woods & architectural vision by Donald William Fairbanks, this exceptional property represents the pinnacle of modern

Brett Lieberman

The Riverside Realty Group

(475) 255-6647

21 Warnock Dr, Westport, CT 06880
/19
$299,900
- 2 Beds
- 1.5 Baths
- 1,160 Sq Ft
93 Park Ave Unit 1704, Danbury, CT 06810

Welcome to 93 Park Avenue #1704! This well-maintained 2-bedroom, 1.5-bath condo offers comfort, convenience, and great value in the heart of Danbury. The main level features a modern kitchen with stainless steel appliances, a spacious living room with a dining area, and a convenient half bath. Upstairs, you'll find two bedrooms and a shared full bath. Step outside to your private patio-perfect

Stephanie Liriano Redfin Corporation

93 Park Ave Unit 1704, Danbury, CT 06810
/39
$925,000
- 3 Beds
- 4.5 Baths
- 3,444 Sq Ft
45 Winding Ridge Way Unit 45, Danbury, CT 06810

Welcome to this thoughtfully designed 3-bedroom, 4.5-bath Toll Brothers townhouse in sought-after Rivington. The breathtaking views from the deck blend well with the elegant design and everyday comfort of this VERY SPACIOUS home. The open-concept layout features hardwood floors throughout, 9' ceilings, french doors, crown molding, recessed lighting, custom light fixtures, closet build-outs, some

Anthony Cervoni Redfin Corporation

45 Winding Ridge Way Unit 45, Danbury, CT 06810
/39
$1,899,000
- 4 Beds
- 4.5 Baths
- 2,773 Sq Ft
51 Forest Ave Unit 98, Old Greenwich, CT 06870

This rare 4 bedroom,4.5 bath renovated unit the the popular Old Greenwich Gables complex with pool and fitness center. This light and bright updated open plan ground floor with primary on first and second floor. Private balcony and patio. Close distance to train, Binney Park and new Civic Center. International School at Dundee and Eastern Middle school and short distance to the beach make this a

Constance Stuart Jones Coldwell Banker Realty

51 Forest Ave Unit 98, Old Greenwich, CT 06870
/34
$3,450,000
- 4 Beds
- 6 Baths
- 8,912 Sq Ft
266 Great Plain Rd, Danbury, CT 06811

Welcome Home to this incredible lakefront oasis! Exclusive access to Candlewood Lake awaits you at this pristine, elegant masterpiece. Spectacular views abound from every room of the spacious, yet relaxed home. The open-concept main level includes a vaulted living room, resplendent dining room, comfortable great room with floor-to-ceiling stone fireplace, stunning office with built-ins and

Chip & Heather Neumann Houlihan Lawrence

266 Great Plain Rd, Danbury, CT 06811
/40
$3,999,999
- 5 Beds
- 9 Baths
- 11,450 Sq Ft
64 Old Redding Rd, Weston, CT 06883

Discover a stunning custom-crafted luxury home, complete with a separate one-bedroom guest pool house, that stands as an architecturally significant estate designed to be cherished. Nestled on meticulously landscaped grounds with picturesque views of Pawtucket Valley Country Club, this grand colonial residence offers every amenity for a refined lifestyle. As you enter the soaring foyer, you are

Anissa Paolillo Redfin Corporation

64 Old Redding Rd, Weston, CT 06883
/7
$2,090,000
- 5 Beds
- 7 Baths
- 5,100 Sq Ft
0 Mountain Rd, Wilton, CT 06897

This proven luxury home builder wants to build your future dream home on this rarely available one of a kind private lot. Drive down a private, hidden 1000+ foot driveway to find a property totaling over 2.00+ acres of unmatched and untouched exclusivity surrounded by protected state land. Add pool and tennis too! Two amazing potential lot sites. In addition, and even a possibility of

Evan Sheftel Millstone Real Estate Corp

0 Mountain Rd, Wilton, CT 06897
/40
$6,745,000
- 5 Beds
- 4.5 Baths
- 4,791 Sq Ft
22 Apple Tree Trail, Westport, CT 06880

Where coastal living meets modern luxury. Just two blocks from Compo Beach, on a quiet private road on .37 acres, this brand-new 4,791 sq. ft. residence combines elegant design with a move-in ready lifestyle. Inside, soaring 9+ ft ceilings, white oak floors, and custom Italian cabinetry set a tone of timeless quality. The welcoming mudroom greets you on th lower level with walnut cabintery that

Deborah Aulfinger Gold & Home Realty

22 Apple Tree Trail, Westport, CT 06880
/37
$1,895,000
- 5 Beds
- 4.5 Baths
- 5,474 Sq Ft
5 New England Dr, Stamford, CT 06903

Welcome to 5 New England Drive-a spacious and thoughtfully designed ranch set on a level one-acre corner lot in North Stamford, offering the rare advantage of natural gas and public water. The beautifully maintained grounds provide a true retreat with a tennis court, in-ground pool, courtyard, covered outdoor dining area with pizza oven, and a fully fenced backyard. Inside, you'll find 5,474 sq

Stephen Lasko Compass Connecticut, LLC

5 New England Dr, Stamford, CT 06903
/29
$695,000 Open Sun 1PM - 3PM
- 2 Beds
- 2.5 Baths
- 1,450 Sq Ft
61 Seaview Ave Unit 55, Stamford, CT 06902

Shippan Point home has sparkling water views over Long Island Sound! Welcome to your seaside escape located in coveted Marina Bay. This bright and spacious 2-bedroom, 2.5-bath duplex condominium is perfectly sited just steps to the beach and minutes to Metro North train, downtown shopping & Michelin star restaurants. Designed with an open-floor plan and flooded with natural light, the main level

Gaynor Brennan BHHS Darien/New Canaan

61 Seaview Ave Unit 55, Stamford, CT 06902
/40
$1,095,000 Open Sun 1PM - 3PM
- 5 Beds
- 4 Baths
- 3,652 Sq Ft
55 Mimosa Ct, Ridgefield, CT 06877

Welcome to Mimosa Estates, one of Ridgefield's most desirable neighborhoods just minutes from the vibrant town center with its shops, restaurants, cultural venues, and theaters. Residents here enjoy incredible community amenities, including a pool, tennis and basketball courts, a clubhouse, a playground, and sports fields-all just steps from home. This spacious residence is privately situated on

Chip & Heather Neumann Houlihan Lawrence

55 Mimosa Ct, Ridgefield, CT 06877
/33
$569,000
- 3 Beds
- 2.5 Baths
- 2,385 Sq Ft
50 Katherine Ct Unit 50, Shelton, CT 06484

Welcome home to this move-in-ready end-unit townhome that offers the space, comfort, and functionality you're looking for. Step inside to find an inviting main level featuring a bright eat-in kitchen, formal dining room, and a spacious living room with a gas fireplace. Soaring ceilings and an open hallway overlooking the living area below make the space feel expansive and full of natural light.

Marrisa Gilbertie Keller Williams Prestige Prop.

50 Katherine Ct Unit 50, Shelton, CT 06484
/40
$2,850,000
- 3 Beds
- 3.5 Baths
- 4,643 Sq Ft
5060 Main St, Stratford, CT 06614

Welcome to this stunning waterfront retreat on the scenic Housatonic River, offering panoramic views, luxury, and comfort. Perfect for relaxing or entertaining, this home features 3 spacious bedrooms, 3.5 baths, and a finish able bonus room above the 2-car garage-ideal for a guest suite or office. A whole-house generator and elevator to all three levels provide added convenience. A stone wall and

Karen Cross William Raveis Real Estate

5060 Main St, Stratford, CT 06614
/48
$6,500,000
- 5 Beds
- 5.5 Baths
- 6,837 Sq Ft
15 Andrews Farm Rd, Greenwich, CT 06831

Set within one of Greenwich's most exclusive gated enclaves, this four-acre estate offers exceptional privacy, security, and refinement. With 24-hour staffed security and a backdrop of eight acres of conservation land, it provides rare seclusion. The grounds feature mature specimen plantings and curated gardens. Interiors include Venetian plaster walls, heated marble floors, and custom millwork.

Claudia Smeriglio Brown Harris Stevens CT, LLC

15 Andrews Farm Rd, Greenwich, CT 06831
/27
$5,450,000 Open Sat 1PM - 3PM
- 5 Beds
- 5 Baths
- 4,087 Sq Ft
46 Park Ave, Old Greenwich, CT 06870

This elegant colonial is like new and ideally located near Old Greenwich Village. Double-height foyer, dining rm, living rm with gas fireplace, sun-filled office and spacious family rm with fireplace adjoining the updated kitchen. Full bath with shower opens to the pool area. The primary suite is a retreat with spa-like bath, 2 walk-in closets and adjoining office. The second floor also offers 3

Joann Erb Brown Harris Stevens CT, LLC

46 Park Ave, Old Greenwich, CT 06870
/15
$619,000
- 2 Beds
- 2.5 Baths
- 1,066 Sq Ft
9 Old N Stamford Rd Unit 35L, Stamford, CT 06905

Welcome home to The Chesterfield! Come see this unique end unit townhouse at the end of a quiet cul de sac in one of Stamford's most sought after gated communities. Enjoy living in this beautiful community with 2 in ground pools, clubhouse, 24 hour security, and lovely landscaped grounds. Inside this immaculate home you willl find a wood burning fireplace in the living room that leads to a

Daniel Hayes Compass Connecticut, LLC

9 Old N Stamford Rd Unit 35L, Stamford, CT 06905
/40
$499,999 Open Sat 1PM - 3PM
- 2 Beds
- 2.5 Baths
- 2,246 Sq Ft
234 Summerfield Gardens Unit 234, Shelton, CT 06484

Move right into this beautifully maintained ranch style condo located at the sought after Gardens of Summerfield. Offering the ease of single-level living, this home combines spacious design with an ideal layout for comfort, convenience and entertaining. Step inside to find soaring cathedral ceilings and an inviting open floor plan, seamlessly connecting the living room, formal dining area, and

Kenneth Zerella II William Raveis Real Estate

234 Summerfield Gardens Unit 234, Shelton, CT 06484
/40
$8,490,000
- 7 Beds
- 10 Baths
- 6,972 Sq Ft
50 Hidden Brook Rd, Riverside, CT 06878

Crafted in 2015 by acclaimed architect Steven Mueller and built by Tim Gilson Homes, this timeless estate is more than a residence, it is a statement of enduring design and modern grace. Wrapped in a cedar shingle roof and defined by wide-plank hardwood floors, solid wood doors, and bespoke Baldwin hardware, every inch of this home is a tribute to uncompromising craftsmanship. A grand herringbone

Joy Kim Metalios Houlihan Lawrence

50 Hidden Brook Rd, Riverside, CT 06878
/40
$2,199,000
- 4 Beds
- 3.5 Baths
- 4,255 Sq Ft
158 Coventry Ln, Fairfield, CT 06824

Welcome to this picturesque Connecticut Colonial, an elegant blend of classic charm & modern comfort on a sought-after cul-de-sac bordering the prestigious Patterson Club. Set on two beautifully manicured acres in a serene enclave, the property boasts a sparkling, heated saltwater pool & spa with waterfall, alongside a delightful cabana/pool house. The grounds feature bluestone walkways,

Veronica Monahan Compass Connecticut, LLC

158 Coventry Ln, Fairfield, CT 06824
/36
$2,495,000
- 5 Beds
- 3 Baths
- 3,072 Sq Ft
56 Charcoal Hill Rd, Westport, CT 06880

A rare offering, this remarkable Frazier Peters stone home is a masterful blend of historic character and timeless elegance, set impressively at the top of Charcoal Hill on 2.3 breathtaking acres of fully-gated privacy. Designed with Peters' signature use of native stone, rich wood, and artisan detail, the residence feels both enduring and warmly livable. Inside, soaring vaulted ceilings,

Cyd Hamer William Pitt Sotheby's Int'l

56 Charcoal Hill Rd, Westport, CT 06880
/39
$7,995,000
- 6 Beds
- 8 Baths
- 8,102 Sq Ft
21 Binney Ln, Old Greenwich, CT 06870

Extraordinary, turn-key modern home located in one of Old Greenwich's most desired and idyllic locations, within close proximity to the beach at Tod's Point and the village. This exquisite home is set on an oversized flat lot in the Binney Lane Association, not in the Flood Zone. Incredible attention to detail is evident throughout the 8000+ sf of living space, spanning 4 floors. The main floor

Jeffrey Jackson Corcoran Centric Realty LLC

21 Binney Ln, Old Greenwich, CT 06870
/23
$2,995,000 Open Sun 2PM - 4PM
- 3 Beds
- 3 Baths
- 2,882 Sq Ft
267 Riversville Rd, Greenwich, CT 06831

Nestled at the end of a quiet dead -end street, this 3- bedroom, 3- bath, home offers a rare blend of privacy and possibility. Surrounded by a peaceful setting, the property provides an excellent canvas for updates and customization, allowing the creation of something truly special. This open and airy home has a flexible floor plan and a primary bedroom with easy access to a private pool and

Barbara Zaccagnini Coldwell Banker Realty

267 Riversville Rd, Greenwich, CT 06831
/37
$549,000
- 2 Beds
- 2.5 Baths
- 1,731 Sq Ft
202 Soundview Ave Unit 50, Stamford, CT 06902

This exceptional property offers an ideal blend of convenience, comfort, and natural beauty. Perfectly situated in desirable Westcott Cove neighborhood, located in coveted Bishop Meadows association tucked away offering beautifully manicured grounds with clubhouse and in ground pool, providing effortless access to a wealth of amenities, while its serene surroundings create an atmosphere of

Kevin Malloy Serhant Connecticut, LLC

202 Soundview Ave Unit 50, Stamford, CT 06902
/39
$2,499,000
- 4 Beds
- 6 Baths
- 3,726 Sq Ft
634 S Benson Rd, Fairfield, CT 06824

From the moment you arrive, you are captivated w/ blooming gardens & privacy trees that create an inviting curb appeal that welcomes you in. Architecturally gorgeous w/ brilliant craftmanship, this coastal home is a rare find in the Beach neighborhood. Featuring 4 spacious en-suite bedrooms, 12 rooms, 3 levels & an elevator servicing all floors, this home sets a new standard for exceptional

Jackie Davis William Raveis Real Estate

634 S Benson Rd, Fairfield, CT 06824

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