Fairfield County CT Homes for Sale with Pool

/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
/28
$14,900,000
- 6 Beds
- 12 Baths
- 15,171 Sq Ft
537 North St, Greenwich, CT 06830

Exquisite six bedroom, 8.4 bathroom stone manor executed to the highest standards sited on 2.97 picturesque acres. Chic and sophisticated interiors by Amy Hirsch throughout three levels of living space with extra high ceilings, oversized custom windows and all modern amenities. Elegant entry hall with a sweeping staircase and 3 stop elevator opens to a floor plan ideal for both formal and casual

Leslie McElwreath Sotheby's International Realty

537 North St, Greenwich, CT 06830
/31
$35,000,000
- 8 Beds
- 9 Baths
- 9,300 Sq Ft
10 Cliffdale Rd, Greenwich, CT 06831

Nestled on 66 acres of picturesque pastures and woods, the historic Beinecke estate features a stunning 9,300 sq. ft. Georgian Colonial home. The main floor includes a grand entry hall, a cozy library with custom wood paneling, and a spacious living room with two fireplaces. A large screened porch offers sweeping views. The second floor boasts a luxurious primary suite with a fireplace, along

Peter Janis BHHS New England Properties

10 Cliffdale Rd, Greenwich, CT 06831
/39
$5,495,000
- 6 Beds
- 9 Baths
- 7,700 Sq Ft
114 Ferris Hill Rd, New Canaan, CT 06840

The beloved 1925 Elmstone Estate situated on over 4 acres in the heart of Ferris Hill has been lovingly restored w/ high-end finishes that blend original charm and modern-day luxury. A gated drive leads to a spectacular iconic stone home anchored by a breathtaking historic elm tree. A welcoming Dutch door leads to the expansive foyer. A second staircase leads to the masterfully designed custom

Marsha Charles Coldwell Banker Realty

114 Ferris Hill Rd, New Canaan, CT 06840
/40
$4,500,000
- 5 Beds
- 9 Baths
- 9,819 Sq Ft
1 Flower Farm Ln, Westport, CT 06880

Absolutely exquisite colonial is located on one of the most sought after neighborhoods. This home will greet you w/a mahogany front porch that leads inside to a grand foyer. This timeless residence boasts a custom kitchen w/high-end appliances, a Butler's pantry, large island & the convenience of a desk station. The elegant formal living room features a cozy fireplace, while the family room

Heather Fitzgerald YellowBrick Real Estate LLC

1 Flower Farm Ln, Westport, CT 06880
/40
$4,500,000
- 10 Beds
- 10 Baths
- 6,526 Sq Ft
Unlisted Address

Enter a world of opulent privacy on nearly twenty-five acres of pristine countryside, boasting five acres of serene lakes, elegant stone bridge, and expansive manicured lawns that cradle an entire valley just 45 miles from NYC! Discover a lavish retreat comprising of four distinct residences: a magnificent five-bedroom, four-bathroom main estate, a charming two-bedroom, two-bathroom guest

Dannel Malloy NestSeekers International

Unlisted Address
/23
$1,250,000
- 4 Beds
- 3.5 Baths
- 4,854 Sq Ft
21 Holiday Point Rd, Sherman, CT 06784

[ONE OF A KIND] This house has it all. Located in the desired Atchison Cove private lake community the house sits atop a hill, safely tucked away from the road and features everything a family may desire: boat dock, large inground gunite pool with a slide, kids' playground, volleyball, supersized deck, magnificent library, 2 floor game room, 3 fireplaces, giant kitchen, separate dining room, 4

Jorge Zea Blue Lighthouse Realty, Inc

21 Holiday Point Rd, Sherman, CT 06784
/28
$34,500,000
- 10 Beds
- 16 Baths
- 15,820 Sq Ft
7 John St, Greenwich, CT 06831

'Robin Hill Farm' and 'Smokey Hill Farm' are situated at one of the highest points in Greenwich in bucolic backcountry. This magnificent estate encompasses the main house, represented in this listing data sheet, two cottages, stables and gorgeous paddocks, Indoor and outdoor pools, tennis house, tennis court, and two ethereal fountains. Originally designed in 1937 by Augusta L.Noel (designer of

Shelly Tretter Lynch Compass Connecticut, LLC

7 John St, Greenwich, CT 06831
/19
$10,995,000
- 7 Beds
- 8 Baths
- 6,966 Sq Ft
188 Round Hill Rd, Greenwich, CT 06831

This is 11 acres on Round Hill Road in Mid-Country Greenwich, a rare find and investment-worthy! Stunning western views of open sky, grassy meadow & mature specimen trees. The existing home, designed by Mott B. Schmidt, has elegant formal rooms, 5 bdrms, eat-in kitchen & lovely primary suite with updated bathroom and walk-in closet. Property also includes heated pool, 2 bedroom cottage (with

Amanda Miller Houlihan Lawrence

188 Round Hill Rd, Greenwich, CT 06831
/38
$7,995,000
- 6 Beds
- 10 Baths
- 10,796 Sq Ft
230 Taconic Rd, Greenwich, CT 06831

A timeless Connecticut Compound in mid-country Greenwich custom designed and built by a coveted team. Resting on 4.7 private level acres with a two bedroom guest house and barn/accessory garage. The sun-filled stylish interior features 10+foot ceilings, grand front-to-back entrance hall, refined living and dining rooms; large handsome library and five inviting fireplaces all with bespoke

Ellen Mosher Houlihan Lawrence

230 Taconic Rd, Greenwich, CT 06831
/5
$440,000
- 2 Beds
- 2.5 Baths
- 1,440 Sq Ft
14 Strathmore Ln, Westport, CT 06880

Strathmore ln is a sought-after complex, with a very convenient location to Westport and Norwalk amenities. Unit needs totally renovated and must show proof of funds prior to showing. The condo has a Westport address however the schools and amenities are Norwalk.

Georgia Wasserman Coldwell Banker Realty

14 Strathmore Ln, Westport, CT 06880
/39
$1,550,000
- 4 Beds
- 5 Baths
- 5,459 Sq Ft
356 Black Rock Turnpike, Redding, CT 06896

Top of the line custom home bordering 80 acres of conservation land making this your tranquil, private compound. Sitting on 3 level acres of beautifully landscaped flower gardens this home is ideal for indoor/outdoor entertaining. In the expansive outdoor space, you will find a gunite pool, spa, gazebo, pool house, fireplace and more. Invite your guest inside to your living room with fireplace,

Michael Ferraro Compass Connecticut, LLC

356 Black Rock Turnpike, Redding, CT 06896
/46
$2,865,000
- 4 Beds
- 5.5 Baths
- 4,586 Sq Ft
24 Nutmeg Dr, Greenwich, CT 06831

Restored unique home with cathedral celling's nested in over two acres of parklike land among multi million $ homes only 45 minutes from NYC and 10 minutes from Greenwich Train Station. The versatile floor plan offers room for families to play or at-home working situations. Several light filled formal rooms, 4 Bed rooms and 5 full bath can be used as needed.Primary suite with sitting

Simin Kayod Coldwell Banker Realty

24 Nutmeg Dr, Greenwich, CT 06831
/40
$4,650,000
- 6 Beds
- 11 Baths
- 17,548 Sq Ft
241 Black Rock Turnpike, Redding, CT 06896

Love life? Love it even more when you arrive home to this exquisite Normandy Chateau with all the special attributes you would expect from a luxurious estate. Set on over 19 acres of lush property, the setting is nothing but idyllic with beautiful gardens, wide open pastures, koi ponds and scenic water views. The best surprise is how inviting & comfortable the home truly is. Of course, there are

Jodi Gutierrez Alliance R.E. Consultants

241 Black Rock Turnpike, Redding, CT 06896
/40
$5,495,000 Open House 8/24
- 6 Beds
- 7.5 Baths
- 12,385 Sq Ft
26 Pequot Ln, New Canaan, CT 06840

THIS MAGNIFICENT ESTATE HAS BEEN FEATURED IN THE N.Y. TIMES MAGAZINE FOR ITS EXTRAORDINARY ENTRY AND CONSTRUCTION. BE IT THE OVERSIZED POOL, RARE CUSTOM ELEVATOR, SPORTS TENNIS COURT, MEDIA ROOM, HIS & HER SEPARATE BATHS, ALSO INCLUDED ARE SEVERAL PRACTICAL AND FUN AMENITIES THAT GRACE THIS ONE OF A KIND HOME. WITH PRIVACY ON ALL FOUR SIDES THIS HOME PRESENTS ONE OF THE BEST LOTS, SCHOOL SYSTEMS

Susan Morelli Coldwell Banker Realty

26 Pequot Ln, New Canaan, CT 06840
/26
$3,900,000 New Construction
- 5 Beds
- 4.5 Baths
- 4,100 Sq Ft
1008 Fairfield Beach Rd, Fairfield, CT 06824

Welcome to the pinnacle of luxury coastal living at 1008 Fairfield Beach Road- where modern luxury meets coastal elegance. Presented by one of Fairfield County's premier celebrity developers, this extraordinary new construction beach home offers an unparalleled lifestyle with panoramic, unobstructed views of the Long Island Sound with jaw-dropping sunsets. Stand out in the neighborhood with one

Valerie Alvarez Higgins Group Real Estate

1008 Fairfield Beach Rd, Fairfield, CT 06824
/14
$17,875,000 New Construction
- 6 Beds
- 12 Baths
- 14,126 Sq Ft
382 North St, Greenwich, CT 06830

Exceptional commanding luxury estate under development in prime mid country location. The 2.39 acre gated & elevated site includes a 13,326 SF main house with 6 bedrooms / 8.3 bathrooms across 4 levels of custom crafted living space with indoor parking for 7 cars - plus an outfitted 800 SF luxury pool house with vaulted ceilings, heated floors, stone fireplace & full bathroom overlooking a large

Kevin Sneddon Compass Connecticut, LLC

382 North St, Greenwich, CT 06830
/5
$6,649,000 New Construction
- 6 Beds
- 7.5 Baths
- 8,035 Sq Ft
7 Roshab Ln, Westport, CT 06880

Set on over 2 acres in one of Westport's most prestigious neighborhoods, this stunning new construction by HOBI award winner Rick Benson, blends modern luxury with timeless design. Surrounded by mature trees, the home offers privacy & serenity minutes from trains, shopping, & beaches. Inside, discover 6 spacious bedrooms, 7 full/1 half baths, sun-filled interiors with a seamless flow between

Totney Benson Coldwell Banker Realty

7 Roshab Ln, Westport, CT 06880
/40
$5,499,000 New Construction
- 6 Beds
- 9 Baths
- 9,550 Sq Ft
11 Tierney Ln, Westport, CT 06880

Combining classic design with modern detailing, this masterfully crafted home by an established local builder of premier residences is sure to delight even the most discerning buyer. Impressively positioned at the end of a private lane in the heart of the Greens Farms, this one of 2 exceptional custom homes. The main level exudes luxury, showcasing the expert millwork that flows throughout the

Laurie Crouse Coldwell Banker Realty

11 Tierney Ln, Westport, CT 06880
/11
$973,995 New Construction
- 3 Beds
- 3 Baths
- 2,596 Sq Ft
0 Thorncrest Ridge Unit Lot 54 24091946, Danbury, CT 06810

The Jaywick offers an elegant open-concept design that blends style and functionality. From the moment you step into the welcoming foyer accented by a tray ceiling, you'll feel right at home. Just off the entry, a well-appointed secondary bedroom, full hall bath, and a versatile flex room provide flexible living options for guests or work-from-home needs. The expansive great room flows

Kathy Childs Thomas Jacovino

0 Thorncrest Ridge Unit Lot 54 24091946, Danbury, CT 06810
/8
$886,995 New Construction
- 2 Beds
- 2 Baths
- 2,102 Sq Ft
0 Thorncrest Ridge Unit Lot 55, Danbury, CT 06810

Welcome to the Alstead - where elegance meets everyday practicality. Step into a refined foyer highlighted by a distinctive tray ceiling, and explore a thoughtfully designed layout that easily adapts to your lifestyle. A flexible front room flows seamlessly into the heart of the home, where an inviting dining area and a spacious great room-offering an optional traditional fireplace-set the stage

Kathy Childs Thomas Jacovino

0 Thorncrest Ridge Unit Lot 55, Danbury, CT 06810
/11
$937,995 New Construction
- 3 Beds
- 3 Baths
- 3,496 Sq Ft
0 Holly Ridge Way Unit Lot 80, Danbury, CT 06810

Welcome to 4 Holly Ridge Way! This stunning home offers a versatile flex room that can easily be transformed into a private office with elegant glass French doors or an additional bedroom to suit your needs. The luxurious primary suite and expansive great room create a grand atmosphere, enhanced by soaring 12-foot ceilings that flood the space with natural light. Indulge in the spacious primary

Kathy Childs Thomas Jacovino

0 Holly Ridge Way Unit Lot 80, Danbury, CT 06810
/36
$999,000 New Construction
- 2 Beds
- 3 Baths
- 2,873 Sq Ft
20 Lookout Ridge Unit Lot 49, Danbury, CT 06810

Brand New Jeffrey Eastern Shore - A Stunning Single-Family Home with Modern Elegance This beautifully designed single-family detached home offers effortless one-level living with 2 spacious bedrooms, 2 full baths on the main floor, and a sprawling finished basement complete with an additional full bath-perfect for guests or extra living space. The home's exterior showcases striking stonework and

Kathy Childs Thomas Jacovino

20 Lookout Ridge Unit Lot 49, Danbury, CT 06810
/10
$886,995 New Construction
- 2 Beds
- 2 Baths
- 2,102 Sq Ft
1 Thorncrest Ridge Unit Lot 56, Danbury, CT 06810

Discover single-level living with elevated style and comfort in the Alstead at 1 Thorncrest Ridge. This thoughtfully designed home features an open-concept layout that maximizes space and flow. Step into an inviting foyer that leads to a spacious great room, seamlessly connected to the dining area and a well-equipped kitchen. With ample counter space, a large island, and plentiful cabinetry, the

Kathy Childs Thomas Jacovino

1 Thorncrest Ridge Unit Lot 56, Danbury, CT 06810
/11
$19,999,000 New Construction
- 8 Beds
- 13 Baths
- 20,020 Sq Ft
457 Field Point Rd, Greenwich, CT 06830

An unparalleled luxury residence awaits on the prestigious Belle Haven peninsula, offering sweeping water views of Greenwich Harbor & the Long Island Sound. Meticulously crafted by Skyview Builders, this world-class home is set on .80+/- acres, with an additional .30+/- acres of adjoining open space for ultimate privacy. Featuring KLAR Studio Windows and Doors, this architectural masterpiece is

Doug Bross Coldwell Banker Realty

457 Field Point Rd, Greenwich, CT 06830
/15
$6,875,480 New Construction
- 7 Beds
- 8 Baths
- 8,800 Sq Ft
1 Sturges Hwy Unit Lot 2, Westport, CT 06880

Design Your Dream Home with an Award-Winning Builder Step into a world of elegance and sophistication with a soon-to-be-built 6,600 sq. ft. masterpiece by Coastal Luxury Homes. Known for their innovative designs, sleek modern lines, and unparalleled craftsmanship, Coastal Luxury Homes has earned a reputation for creating some of the most sought-after residences. With a focus on prime location,

Annie Klyver Higgins Group Real Estate

1 Sturges Hwy Unit Lot 2, Westport, CT 06880
/10
$4,995,000 New Construction
- 6 Beds
- 7 Baths
- 7,500 Sq Ft
107 Old Rd, Westport, CT 06880

Welcome to 107 Old Road, an exceptional new development by Joe Feinleib founder of Coastal Luxury Homes. Soon to be the only gated community development in Westport, CT, this uniqiue four-lot enclave presents unparalleled luxury and privacy. Each custom home, to be designed in collaboration with your client, boasts approximately 6,500 to 7,500 square feet of living space, with an additional 1,100

Nickolaos Andronikidis Shelby's Realty Services

107 Old Rd, Westport, CT 06880
/16
$4,700,000 New Construction
- 6 Beds
- 7 Baths
- 8,500 Sq Ft
1 Pratt Island, Darien, CT 06820

Proposed site plan and new construction drawings by Hatley Homes Design. Are you looking for a private, waterfront haven to build your dream home? Look no further than 1 Pratt Island. This 1 acre property is at the end of a private association with sunrise and sunset views. The lot comes with easements to a deep water dock and an incredible sandy beach steps away. With gorgeous mature trees, this

Keiley Fuller Compass Connecticut, LLC

1 Pratt Island, Darien, CT 06820
/5
$6,999,999 New Construction
- 6 Beds
- 6.5 Baths
- 8,400 Sq Ft
3 Tanglewood Ln, Westport, CT 06880

Introducing an exceptional new construction home by Redcoat Homes. Spanning over 8,000 square feet, this stunning property is situated on a flat, one-plus acre lot in the desirable Old Hill neighborhood of Westport. The location is private yet conveniently close to I-95 and the Merritt Parkway, just minutes from the beach and town. It also borders Earth Place, one of the top family-friendly

James Lanzaro Compass Connecticut, LLC

3 Tanglewood Ln, Westport, CT 06880
/3
$7,850,000 New Construction
- 6 Beds
- 7.5 Baths
- 9,032 Sq Ft
9 Grays Farm Rd, Westport, CT 06880

Skyview Builders presents a unique opportunity - unmatched for both the modern expression of luxurious living it embodies, as well as the captivating private setting over which the residence presides. Two acres of your own private park-like property, nestled against the Paul Newman-Poses Preserve, will create an unforgettable backdrop for this European-inspired home for all seasons. The long,

Doug Bross Coldwell Banker Realty

9 Grays Farm Rd, Westport, CT 06880
/2
$5,980,000 New Construction
- 6 Beds
- 9 Baths
- 10,521 Sq Ft
21 Sturges Commons, Westport, CT 06880

NEW CONSTRUCTION TO BE BUILT IN THE COVETED HUNT CLUB NEIGHBORHOOD - Renowned, luxury builder Mattera Construction is well-known for architecturally significant & stunning modern homes filled with elegance, timeless beauty, custom interiors with state-of-the-art amenities. Now offering a perfectly designed 6 bedroom home finished on 4 levels filled with elegant finishes, well sited on a quiet

Patricia Shea Coldwell Banker Realty

21 Sturges Commons, Westport, CT 06880
/16
$1,700,000 Pre-Foreclosure
- 6 Beds
- 4.5 Baths
- 7,600 Sq Ft
12 Old Mill Ln, Stamford, CT 06902

Amazing Home waiting for your touch at Westover Villa, close to New York City. A huge Master Bedroom with a bathroom with jacuzzi, walk-in closets, and an extra room to relax in. This beautiful home offers a Living Room, Dining room, eat-in kitchen, family room, and 5 more bedrooms. Subject to bank approval.

Jennifer Ramirez Smart Realty

12 Old Mill Ln, Stamford, CT 06902
/40
$849,900 Open Sun 12PM - 3PM
- 4 Beds
- 3.5 Baths
- 2,642 Sq Ft
48 Old Castle Dr, Monroe, CT 06468

This gorgeous home boasts impeccable maintenance and a fantastic layout perfect for everyday living and entertaining. The floorplan features a front-to-back formal living room, a generous formal dining room, a gorgeous family room with vaulted ceilings, beams, a stone fireplace, and access to the sprawling backyard. The beautiful kitchen has granite counters and updated SS appliances, with a

Carlos Perez RE/MAX Right Choice

48 Old Castle Dr, Monroe, CT 06468
/40
$1,395,000 Open Sat 10AM - 2PM
- 4 Beds
- 5 Baths
- 4,550 Sq Ft
326 Mill Rd, Stamford, CT 06903

Private North Stamford Oasis w/ Over $250K in Premium Upgrades-Nestled in a serene & secluded setting, this beautifully maintained North Stamford retreat offers resort-style living at its finest. Thoughtfully designed for entertaining in tranquil spaces, the lush, landscaped grounds create a private sanctuary. Outdoor Living Redefined-Step into a backyard paradise featuring heated Gunite pool,

Carissa McMahon Coldwell Banker Realty

326 Mill Rd, Stamford, CT 06903
/16
$210,000 Coming Soon
- 1 Bed
- 1 Bath
- 823 Sq Ft
2625 Park Ave Unit PHB, Bridgeport, CT 06604

Welcome to this beautifully updated turn-key Penthouse located in the desirable North End. This bright and spacious home offers effortless single-level living. Step inside to find an inviting open-concept layout featuring a sun-filled living room with stunning views, a quaint dining area, and a well-appointed kitchen. The kitchen features stainless-steel applicances, granite countertops, and

Valerie Applebaum Berkshire Hathaway NE Prop.

2625 Park Ave Unit PHB, Bridgeport, CT 06604
/27
$750,000 Coming Soon
- 3 Beds
- 3.5 Baths
- 2,080 Sq Ft
5 W Cross Trail Unit 5, Danbury, CT 06810

EXQUISITE UNIT located in the coveted Woodlands at Rivington community built by the re-known Toll Brothers in 2020, offers the perfect opportunity for end users or investors looking for a 1031 exchange/investment property featuring cash flowing rental w/ management in place! This townhome features high-end upgrades and custom finishes throughout. The sunlit foyer opens to a spacious living area

Melissa Montagno Higgins Group Real Estate

5 W Cross Trail Unit 5, Danbury, CT 06810
/18
$9,995,000 New Construction
- 7 Beds
- 10 Baths
- 10,800 Sq Ft
688 Hulls Farm Rd, Southport, CT 06890

This is the iconic property everyone is talking about! Introducing an extraordinary new custom residence set in the beloved estate area of Upper Southport near private equestrian facilities and public trails, beaches, restaurants, train, and shopping. Masterfully designed and customized to YOUR every whim with exquisite main house, separate party barn and/or guest house, pool with spa, tennis

Jaclyn Picarillo Higgins Group Bedford Square

688 Hulls Farm Rd, Southport, CT 06890
/6
$639,000 Coming Soon
- 3 Beds
- 4 Baths
- 3,078 Sq Ft
73 Lawrence Ave Unit 73, Danbury, CT 06810

Leave the maintenance and your worries behind! Welcome to this spacious and beautifully maintained end-unit townhome located in the sought-after Timber Oaks community. With over 3,000 sq. ft.of living space, this 3-bedroom, 2 full and 2 half-bath home offers comfort, style, and convenience. The main level features an open floor plan with a dedicated home office, formal dining room, and a bright

Scott Lavelle RE/Max Experience, LLC

73 Lawrence Ave Unit 73, Danbury, CT 06810
/40
$699,000 Coming Soon
- 2 Beds
- 2.5 Baths
- 2,211 Sq Ft
2435 Bedford St Unit 8C, Stamford, CT 06905

Welcome to this bright and airy 2-bedroom, 2.5-bathroom end unit condo located in the coveted, gated Chesterfield community-where comfort, convenience, and lifestyle come together seamlessly. Thoughtfully designed for both everyday living and entertaining, this home features a spacious open-concept layout with a generously sized kitchen that flows effortlessly into the living and dining areas.

Donna Gilbert Keller Williams Realty

2435 Bedford St Unit 8C, Stamford, CT 06905
/15
$749,000 Coming Soon
- 5 Beds
- 3 Baths
- 2,684 Sq Ft
14 Hillcrest Rd, Trumbull, CT 06611

Welcome to 14 Hillcrest Road, a charming and spacious ranch situated in the desirable Nichols Neighborhood of Trumbull, CT. This home shines with sun-filled rooms, elegant vaulted ceilings, and crown moldings. The formal living room features a wood-burning fireplace and refinished floors, while the step-down family/game room boasts walls of glass that open to your own back yard oasis including a

Scott Palma William Raveis Real Estate

14 Hillcrest Rd, Trumbull, CT 06611

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