Fairfield County CT Homes for Sale with Pool

/38
$7,250,000
- 5 Beds
- 6 Baths
- 6,714 Sq Ft
21 Aiken Rd, Greenwich, CT 06831

Introducing a timeless Round Hill estate, on the market for the first time in over 50 years. Nestled midway along a quiet cul-de-sac, this pastoral property spans over 10+ sweeping, private acres with mature plantings and specimen tress overlooking a tranquil pond. The main residence features beautifully proportioned, sun-filled rooms, 5 bedrooms, 4 full and 2 half baths, and a walk-out lower

Krissy Blake Sotheby's International Realty

21 Aiken Rd, Greenwich, CT 06831
/36
$290,000
- 2 Beds
- 1.5 Baths
- 1,100 Sq Ft
65 Patricia Rd Unit N, Bridgeport, CT 06606

DON'T MISS THIS SPACIOUS TOWNHOUSE LOCATED IN BRIDGEPORT'S DESIRABLE NORTH END, JUST MINUTES FROM THE TRUMBULL MALL AND MAJOR CONVENIENCES. THIS WELL-MAINTAINED HOME FEATURES TWO GENEROUSLY SIZED BEDROOMS, ONE FULL BATH, ONE HALF BATH, AND DIRECT ACCESS TO THE COMPLEX POOL-PERFECT FOR SUMMER RELAXATION. WITH ITS PRIME LOCATION AND COMFORTABLE LAYOUT, THIS ONE WON'T LAST LONG!

Charles Scott Tri-State Realty

65 Patricia Rd Unit N, Bridgeport, CT 06606
/33
$1,335,000
- 3 Beds
- 3.5 Baths
- 3,843 Sq Ft
113 Woodbrook Dr, Stamford, CT 06907

Welcome to 113 Woodbrook Dr, a beautifully updated and meticulously maintained colonial home in the heart of Stamford, CT. This charming residence boasts 4 spacious bedrooms, 3.5 bathrooms, and over 3,000 square feet of living space, offering plenty of room for relaxation and entertainment. Step inside to discover a bright and airy floor plan featuring gleaming hardwood floors, large windows,

Sid Elahmad Crystal Realty, LLC

113 Woodbrook Dr, Stamford, CT 06907
/40
$925,000
- 6 Beds
- 5 Baths
- 5,192 Sq Ft
32 Echo Valley Rd, Newtown, CT 06470

Nestled on over 3.5 private acres in the scenic hills of Newtown, 32 Echo Valley Road offers timeless Colonial charm and exceptional living space. This expansive home features 6 bedrooms, 4 bathrooms, and generous living and entertaining areas perfect for today's lifestyle. Classic architecture blends beautifully creating a warm and inviting home. Outdoors, mature landscaping surrounds the

Andrew Walker Around Town Real Estate LLC

32 Echo Valley Rd, Newtown, CT 06470
/35
$4,995,000
- 6 Beds
- 7.5 Baths
- 8,221 Sq Ft
427 Taconic Rd, Greenwich, CT 06831

This peerless estate sits less than one short mile from the Banksville shopping center where the acclaimed gourmet & coffee shop entices locals to linger and chat. A 3-story entry is flooded with natural light from the glass dome above, and open plan living flows seamlessly. Formal living & dining rooms give way to the kitchen/great room with massive central island, wide open dining area, &

Julie Grace Burke Compass Connecticut, LLC

427 Taconic Rd, Greenwich, CT 06831
/40
$1,995,000
- 5 Beds
- 3.5 Baths
- 4,948 Sq Ft
336 Old Branchville Rd, Ridgefield, CT 06877

Tucked behind a gated entry on 4.45 acres of fully fenced grounds, 336 Old Branchville Rd is a timeless estate blending historical charm with modern comfort in one of Ridgefield's most sought-after locations. Originally built in 1870, this stately Colonial residence is complemented by a spectacular party barn, detached 2 level garage, a pool house, & heated gunite pool-creating a one-of-a-kind

Brianna Carvalho Compass Connecticut, LLC

336 Old Branchville Rd, Ridgefield, CT 06877
/33
$725,000
- 4 Beds
- 3 Baths
- 2,174 Sq Ft
113 Codfish Hill Rd, Bethel, CT 06801

If Unique, versatile, and private are what you are looking for in a home and property look no further than 113 Codfish Hill situated on 3 acres of land. The home features four bedrooms and three bathrooms. The property includes a barn and an in-ground pool, providing ample space and amenities for various activities. The four bedrooms offer versatile living arrangements, with the primary bedroom

Deborah Burke Coldwell Banker Realty

113 Codfish Hill Rd, Bethel, CT 06801
/38
$6,300,000
- 9 Beds
- 6.5 Baths
- 6,841 Sq Ft
78 Khakum Wood Rd, Greenwich, CT 06831

78 Khakum Wood occupies a premier position in one of Greenwich's most distinguished private enclaves. Originally envisioned by Newton Phelps Stokes and developed in collaboration with the renowned Olmsted Brothers, this exceptional property is set on 2.95 beautifully landscaped acres. The residence showcases its charming Tudor architecture with the characteristic pitched gabled roof, decorative

Deborah Huffard Houlihan Lawrence

78 Khakum Wood Rd, Greenwich, CT 06831
/29
$2,249,000
- 4 Beds
- 3 Baths
- 4,231 Sq Ft
10 Twin Falls Ln, Westport, CT 06880

Beyond Beautiful - Welcome to 10 Twin Falls Lane, a striking property and home filled with natural light from floor-to-ceiling windows. Step into the sun-drenched foyer with terracotta tile. Throughout the years the home has been updated and modernized with soaring ceilings, serene views, and inspiring design. The expansive family room features a dramatic picture window and flows seamlessly into

Kit Tingley Higgins Group Bedford Square

10 Twin Falls Ln, Westport, CT 06880
/39
$1,250,000
- 6 Beds
- 7 Baths
- 4,769 Sq Ft
7 Old Bethel Rd, Newtown, CT 06470

Enveloped by 8.32 private acres of rolling woodlands and open meadows, this exquisitely manicured estate blends timeless elegance with serene living. Mere moments from shopping, restaurants, and retail, it marries nature's tranquility with refined luxury, featuring two distinguished homes and versatile barns. The main house, a European masterpiece, unfolds across gracious rooms designed for

Stephanie Barnes William Raveis Real Estate

7 Old Bethel Rd, Newtown, CT 06470
/38
$6,795,000
- 5 Beds
- 8 Baths
- 6,959 Sq Ft
10 Cross Rd, Darien, CT 06820

With timeless appeal, this quintessential New England stone & shingle style colonial offers finely crafted architectural details with thoughtful design and exceptional quality. Designed and built in 2006 by Louise Brooks & Artisan Builders, this exquisite home is situated on a beautifully landscaped hillside knoll in the private Tokeneke Association. With four levels of living the list of first

Kathryn DeSalvo Compass Connecticut, LLC

10 Cross Rd, Darien, CT 06820
/52
$13,995,000
- 5 Beds
- 9 Baths
- 10,431 Sq Ft
190 North St, Greenwich, CT 06830

Nor Tor stands as one of Greenwich's finest English Manors, an extraordinary estate spanning nearly 3.5 acres of breathtaking beauty. Meticulously preserved, the manor underwent an extensive three year restoration and expansion, completed in 2010, blending historical integrity with seamless enhancements. This masterful renovation was led by architect Ira Grandberg, resulting in a breathtaking

Leslie McElwreath Sotheby's International Realty

190 North St, Greenwich, CT 06830
/34
$7,495,000
- 6 Beds
- 11 Baths
- 7,528 Sq Ft
229 Umpawaug Rd, Redding, CT 06896

Welcome to 229 Umpawaug Road, the quintessential estate of exceptional quality on the premier scenic road in Redding, Connecticut in Fairfield County. Surround yourself in luxury inside this sun-filled 6 bedroom, 11 bathroom, 6 fireplaces center hall colonial with a flowing floor plan, formal and informal rooms, embracing the incredibly private 6.5 acres of hand-stacked walls, privacy gates and

Stacy Young William Raveis Real Estate

229 Umpawaug Rd, Redding, CT 06896
/40
$1,250,000
- 4 Beds
- 5.5 Baths
- 4,772 Sq Ft
550 Barrack Hill Rd, Ridgefield, CT 06877

Nestled on over 2 peaceful acres, this beautifully remodeled mountaintop retreat blends natural serenity with architectural charm. The grand beam-and-stone facade and dramatic entry set a warm, memorable tone. Inside, a stunning two-story Pennsylvania Blue Stone fireplace with reclaimed wood mantle anchors the living room. The chef's kitchen features top-tier appliances, a walk-in pantry, and a

Sandra Juliano Berkshire Hathaway NE Prop.

550 Barrack Hill Rd, Ridgefield, CT 06877
/30
$1,749,000
- 4 Beds
- 4.5 Baths
- 2,155 Sq Ft
21 Woods Ave, Greenwich, CT 06831

This charming fully renovated 4 bed, 4.5 bath Cape in the heart of Glenville! Featuring a chef's kitchen with custom white oak cabinetry, GE Cafe appliances, eat-in island with granite countertops, complimented by a sleek wine fridge and dry bar. A newly added guest suite with kitchenette and private entrance. Additional en-suite bedroom, office with fireplace, stylish mudroom, and a new powder

Remy Cook Corcoran Centric Realty LLC

21 Woods Ave, Greenwich, CT 06831
/39
$2,350,000
- 3 Beds
- 3.5 Baths
- 2,883 Sq Ft
1 Broad St Unit PHD5, Stamford, CT 06901

A crown jewel atop Stamford's skyline, this one-of-a-kind Penthouse Duplex crowns the top two floors of Park Tower—Stamford's tallest building and the highest residential address in Fairfield County. One of only six duplex penthouses, this 3-bedroom, 3.5-bath residence offers cinematic, east-facing views of Long Island Sound and downtown Stamford through floor-to-ceiling windows. Enjoy

Andrei Balaj Higgins Group Real Estate

1 Broad St Unit PHD5, Stamford, CT 06901
/40
$2,195,000
- 5 Beds
- 5.5 Baths
- 5,932 Sq Ft
110 Nursery Rd, Ridgefield, CT 06877

This exceptional home truly has it all - sought after Farmingville location in Overlook Groves neighborhood, top of the line comprehensive renovation, & resort setting w/gunite, heated, saltwater pool, stone waterfall spa, expansive stone terrace w/custom fire pit, just minutes to town, yet borders open space preserve for complete rear privacy. Total 5,932sf of impressive living space on 3

Laura Ancona William Pitt Sotheby's Int'l

110 Nursery Rd, Ridgefield, CT 06877
/40
$259,900
- 2 Beds
- 2 Baths
- 1,686 Sq Ft
3200 Park Ave Unit 4E1, Bridgeport, CT 06604

You. Will. Fall. In. Love! Luxury High Rise Condo located in the coveted "Inwood" Complex. Snuggled on the Bridgeport/Fairfield Boarder, this unit gives you everything you've been looking for. From the gated entry to the 24-hour doorman... you will not be disappointed. Enjoy semi-private elevator access to your unit (only two units per floor). Secure covered Parking. And an amazing hotel like

Daniel D. Thomas D. Thomas Homes

3200 Park Ave Unit 4E1, Bridgeport, CT 06604
/26
$11,500,000
- 7 Beds
- 12 Baths
- 10,058 Sq Ft
35 Andrews Farm Rd, Greenwich, CT 06831

Elegantly updated & impeccably maintained, this 10K+ SF estate is set on 8 manicured acres in the exclusive, gated Andrews Farm Association. Offering 7 bedrooms & 7.5 baths, this timeless home blends classic architecture with modern convenience, including a recent renovation featuring modern systems & smart home technology. The grounds, designed by renowned landscape architect Penelope Hobhouse,

Kevin Sneddon Compass Connecticut, LLC

35 Andrews Farm Rd, Greenwich, CT 06831
/25
$9,500,000
- 7 Beds
- 12 Baths
- 10,058 Sq Ft
35 Andrews Farm Rd, Greenwich, CT 06831

Exquisitely designed home defines elegance and exclusivity. This one of a kind 7 bedroom, 7/5 bath, 10,000+ square foot estate home in the Andrews Farm Association, nestled in the prestigious back country of Greenwich. Situated on 4 manicured acres, this property boasts an awe-inspiring garden designed by Penelope Hobhouse; featuring fruit orchards, a greenhouse, raised vegetable gardens,

Kevin Sneddon Compass Connecticut, LLC

35 Andrews Farm Rd, Greenwich, CT 06831
/20
$1,595,000
- 4 Beds
- 3 Baths
- 2,259 Sq Ft
52 Center Dr, Old Greenwich, CT 06870

There is more than meets the eye in this sweet colonial on oversized lot in R7 zone. A prior expansion creates flexible space on the first floor. A spacious living room with fireplace is flanked by an office/playroom, ample formal dining room and a first floor primary bedroom with full bath which can alternately be used as a family room. Archways lend a special charm to the formal rooms.

Lisa DeFonce Houlihan Lawrence

52 Center Dr, Old Greenwich, CT 06870
/35
$2,675,000
- 4 Beds
- 4.5 Baths
- 7,022 Sq Ft
19 Stone Fence Ln, Stamford, CT 06903

Like-New Construction! Exquisitely renovated from top to bottom, 19 Stone Fence Lane is a masterpiece of design & craftsmanship, offering 7,000+sf of living space across 3 meticulously finished levels. Every detail has been thoughtfully curated, showcasing the finest materials & high-end finishes - from custom kitchen cabinetry & Sub-Zero/Wolf appliances to Taj Mahal stone countertops, intricate

Jen Turano Compass Connecticut, LLC

19 Stone Fence Ln, Stamford, CT 06903
/26
$2,790,000
- 9 Beds
- 5.5 Baths
- 7,437 Sq Ft
26 Shady Ln, Greenwich, CT 06831

Discover the enduring beauty of this stately 1900 Georgian Colonial. Set on a corner lot on one acre offers over 7,500 square feet of living space, 9 bedrooms, 5 full bathrooms, and 8 working fireplaces, a true testament to timeless elegance and old-world craftsmanship. Step inside and you're greeted by exquisite period details, ornate millwork, soaring 12ft ceilings, original leaded glass

Kaori Higgins Higgins Group Greenwich

26 Shady Ln, Greenwich, CT 06831
/40
$1,400,000
- 4 Beds
- 5 Baths
- 5,036 Sq Ft
155 Shortwoods Rd, New Fairfield, CT 06812

Welcome to Starcastle, a remarkable 23.5-acre estate offering privacy, natural beauty, and expansive views. Set amid mature woods and rolling hills, the property overlooks Squantz Pond, Candlewood Lake, and protected parklands, providing a stunning backdrop in every direction. Located just 71 miles from NYC, it offers a rare combination of seclusion and accessibility. At the heart of the property

Lisa Weisenberger Luks Realty

155 Shortwoods Rd, New Fairfield, CT 06812
/11
$299,900
- 2 Beds
- 1.5 Baths
- 1,114 Sq Ft
25 Padanaram Rd Unit 13, Danbury, CT 06811

Excellent and very convenient Location. Walk into this centrally located and freshly painted town house with a stone, wood burning fireplace in the living room/dinning room. Slider from the living room to the deck. Double entry Kitchen gives an open concept living where half a bath completes the main floor. Take stairs up to the second floor to two bedrooms and a jack & Jill full Bath. Laundry is

Mathews Thomas Williams Real Estate

25 Padanaram Rd Unit 13, Danbury, CT 06811
/39
$3,998,000 Open Sat 1PM - 3PM
- 5 Beds
- 6 Baths
- 6,388 Sq Ft
1580 Ponus Ridge, New Canaan, CT 06840

California meets New Canaan in this William Wurster inspired transitional-style masterpiece set on 2.54 private acres on New Canaan's desirable west side that's so convenient to town. This extensively renovated home has over 100 custom windows and 16 doors bringing the outside in from every room. Amazing sun-drenched living space with wonderful views from EVERYWHERE. French doors lead to

Kelly Defrancesco William Raveis Real Estate

1580 Ponus Ridge, New Canaan, CT 06840
/51
$11,400,000
- 8 Beds
- 10 Baths
- 10,935 Sq Ft
151 Old Church Rd, Greenwich, CT 06830

''Oak Castle Farm'', an extraordinary 7-bedroom turn-of-the-century English-style granite and shingle home, masterfully renovated and expanded under the supervision of noted architect, Alisberg Parker. Stunning 2014 transition incorporates relaxed grandeur with all modern-day luxuries. Exquisite detail, quality and scale with high ceilings throughout. Spectacular landscape and manicured grounds

John McAtee Coldwell Banker Realty

151 Old Church Rd, Greenwich, CT 06830
/35
$1,045,000
- 4 Beds
- 3.5 Baths
- 4,008 Sq Ft
7 Tunxis Trail, Redding, CT 06896

YOUR SERENE COUNTRY ESCAPE AWAITS. Nestled on a quiet cul-de-sac in central Redding, this gracious Colonial offers an open concept floor plan and the perfect balance of comfort and everyday elegance. With over 4,000 square feet of finished space, including the 1,200 square foot lower level, this home is ideal for both relaxed living and congenial entertaining. Sunlight pours into each room,

Michael McKee William Pitt Sotheby's Int'l

7 Tunxis Trail, Redding, CT 06896
/25
$490,000 Open Sun 1PM - 3PM
- 3 Beds
- 2.5 Baths
- 1,996 Sq Ft
21 Woodcrest Ln, Danbury, CT 06810

This beautiful townhouse located in Woodland Hills at 21 Woodcrest Ln in Danbury, CT. Desirable sun filled Fenton Model. The property features 2 full bathrooms and 1 half bathroom, Large living and Dining area, gas fireplace, hardwood floors throughout, stainless steel appliances, walk in pantry, granite counter tops and a center island complete the gourmet kitchen. There is plenty of room to

David Stuckey Coldwell Banker Realty

21 Woodcrest Ln, Danbury, CT 06810
/57
$5,495,000
- 5 Beds
- 10 Baths
- 10,640 Sq Ft
8 Chieftans Rd, Greenwich, CT 06831

GRAND, GRAND, GRAND with 10,000+ sq.ft. lifestyle. Greenwich's prestigious loc. CHIEFTANS offering 24/7 gatehouse sec.+concierge serv. Impressive wrought iron gates swing open, they reveal the allee of pear trees to paradise.This est's prop. was the orig. 1911 Borden Milk fortune. Bespoke without maintenance. One of the larger palatial gems sitting back against the Fairchild Gardens Nature

Janet Milligan Sotheby's International Realty

8 Chieftans Rd, Greenwich, CT 06831
/40
$4,995,000
- 6 Beds
- 9 Baths
- 9,620 Sq Ft
17 Wardwell Dr, New Canaan, CT 06840

UNDERSTATED GRANDEUR. UNFORGETTABLE LIVING. At the end of a quiet New Canaan cul-de-sac stands a rare blend of timeless elegance and modern livability. Architect-designed and set amidst landscape architect-crafted gardens, this stone and shingle estate is grand yet understated with every inch reflecting thoughtful design & refined materials. The gracious foyer leads to a sunlit living room,

Rita Kirby William Pitt Sotheby's Int'l

17 Wardwell Dr, New Canaan, CT 06840
/39
$1,999,000
- 5 Beds
- 7 Baths
- 5,018 Sq Ft
721 Ridgefield Rd, Wilton, CT 06897

Embrace Summer in Style This meticulously curated home blends European elegance with timeless historic charm. Its open-concept layout seamlessly connects the living, dining, and kitchen areas-ideal for both intimate gatherings and grand celebrations. The living room captivates with its beamed cathedral ceiling, dramatic double-height library wall, and a wood-burning fireplace with a custom

Sheila Higgins Brown Harris Stevens

721 Ridgefield Rd, Wilton, CT 06897
/40
$4,900,000
- 6 Beds
- 12 Baths
- 13,979 Sq Ft
2959 Congress St, Fairfield, CT 06824

Prepare to be wowed by this extraordinary estate featuring six bedrooms and ten-and-a-half bathrooms, spanning four meticulously designed floors. Enter through a breathtaking two-story grand foyer, leading into beautifully appointed formal and informal rooms perfect for entertaining and a gourmet kitchen that any discerning chef would envy. The luxurious primary suite serves as a private

Anissa Paolillo Redfin Corporation

2959 Congress St, Fairfield, CT 06824
/40
$4,395,000
- 5 Beds
- 4.5 Baths
- 6,013 Sq Ft
29 Covelee Dr, Norwalk, CT 06855

Welcome to Saugatuck Shores, an exceptional waterfront enclave offering unparalleled luxury and privacy.A boater's dream come true w/ your own dock and direct access to LI Sound.This hidden gem neighborhood has a labyrinth of quiet,walkable streets, culminating in a cul-de-sac.Private Covlee Assn membership w/ sandy beach & social gatherings.The 5 bedroom high-end masterpiece w/ elevator was

Julie Vanderblue Higgins Group Real Estate

29 Covelee Dr, Norwalk, CT 06855
/26
$320,000
- 2 Beds
- 2 Baths
- 1,408 Sq Ft
1460 Elm St Unit 132, Stratford, CT 06615

Rarely available first-floor corner unit in the Tide Harbor complex offering easy one-level living. This spacious and bright 2-bedroom, 2-bath unit features a bright open layout, large living/dining area with sliders to a freshly painted covered balcony perfect for morning coffee or evening sunsets, and a white kitchen with generous cabinet space and a built-in breakfast bar. The oversized

Jamie Franco Coldwell Banker Realty

1460 Elm St Unit 132, Stratford, CT 06615
/30
$360,000
- 2 Beds
- 2 Baths
- 1,196 Sq Ft
97 Richards Ave Unit F5, Norwalk, CT 06854

Discover this sunlit, top-floor condo in a sought after neighborhood. Bathed in natural light, the open-concept living area boasts soaring vaulted ceilings and direct access to a private balcony, perfect for morning coffee or evening relaxation. The spacious layout features generously sized rooms with abundant storage throughout. The complex includes an in-ground pool and is located moments away

Julie Hancock Houlihan Lawrence

97 Richards Ave Unit F5, Norwalk, CT 06854
/22
$415,000
- 2 Beds
- 1.5 Baths
- 1,943 Sq Ft
55 Mill Plain Rd Unit 8-1, Danbury, CT 06811

Welcome to 55 Mill Plain Road, a beautifully maintained 2-bedroom, 1.5-bath townhome nestled in the desirable Westwood Village community of Danbury. This spacious and sun-drenched residence combines vintage charm with modern updates, offering hardwood floors throughout, crown molding, and 1 elegant fireplace that enhance the cozy, sophisticated vibe. The main level features a bright and open

Debra Tricarico Houlihan Lawrence

55 Mill Plain Rd Unit 8-1, Danbury, CT 06811
/40
$2,895,000
- 6 Beds
- 4.5 Baths
- 6,856 Sq Ft
5 Northside Ln, Westport, CT 06880

A true Westport landmark, Staffordshire Hall is an extraordinary gated stone estate blending timeless grandeur with modern luxury. Privately nestled on manicured grounds, this bespoke manor spans three levels of meticulously crafted living space. A sweeping circular drive leads to the columned entrance. The Great Hall stuns with a stone hearth, coffered ceilings, and French doors opening to the

Alex Chingas Coldwell Banker Realty

5 Northside Ln, Westport, CT 06880
/37
$1,150,000
- 5 Beds
- 4 Baths
- 5,148 Sq Ft
1115 Monroe Turnpike, Monroe, CT 06468

Step into timeless elegance with this stunning c.1800 Greek Revival Colonial. Offering over 5,100 sq ft of grand living space, this extraordinary home features a wealth of architectural charm throughout. Soaring high ceilings, original hardwood floors, 4 fireplaces set the tone for gracious living, while very large rooms provide space and storage rarely found in antique homes. A thoughtfully

Christopher Constand Higgins Group Real Estate

1115 Monroe Turnpike, Monroe, CT 06468
/40
$4,300,000
- 7 Beds
- 8 Baths
- 6,981 Sq Ft
102 Compo Rd S, Westport, CT 06880

THE ESTATES AT SOUTH COMPO - SIR Development presents a stunning new enclave of two luxury residences set back on beautiful property, each with their own distinct Modern style and pool. Officially designated by the State of CT as a Scenic Roadway, this location offers ultimate convenience to every amenity that makes Westport one of the most highly desired towns in the nation. This home begins

Doug Bross Coldwell Banker Realty

102 Compo Rd S, Westport, CT 06880

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