Connecticut Homes for Sale with Private Pool

/31
$289,000
- 3 Beds
- 1.5 Baths
- 1,170 Sq Ft
140 Bailey Ave, Meriden, CT 06451

Welcome to 140 Bailey Avenue in Meriden! This charming 3-bedroom, 1.5-bath home offers comfortable living on a spacious 0.23-acre lot in a convenient location. The property features a beautiful front yard, an attached garage, a basement providing excellent storage or future expansion potential, and a backyard with an in-ground pool ready to be restored to its full potential. Inside, you'll find a

Thomas Mele Social & Co Realty

140 Bailey Ave, Meriden, CT 06451
/9
$335,000
- 2 Beds
- 1.5 Baths
- 1,050 Sq Ft
37 Foley Ave, Shelton, CT 06484

RANCH STYLE HOME SET ON.23 ACRES BUILT IN 1965. Occupied, DO NOT disturb occupants. Being sold as-is via auction. new owner to assume responsibility for occupants. Cash Only

Susan Frederico Aspen Realty Group

37 Foley Ave, Shelton, CT 06484
/25
$464,900

$5K PRICE DROP
- 2 Beds
- 2.5 Baths
- 1,739 Sq Ft
127 Harbour Close Unit 127, New Haven, CT 06519

Premier gated, water-front community just minutes from Yale/Downtown! This lovely townhome was built in 2018 and offers 1739 SQFT of luxury. When you drive through the gates and pull into the garage, your parking spot is right next to the elevator. Another near-by spot is available for car #2. Each unit has a large storage room on this level as well. Take the elevator to the second floor and

Christina King Connecticut Real Estate Group LLC

127 Harbour Close Unit 127, New Haven, CT 06519
/40
$1,995,000

$480K PRICE DROP
- 4 Beds
- 4.5 Baths
- 4,874 Sq Ft
1030 Washington Woodbury Rd, Roxbury, CT 06783

NEW PRICE - Privately set on 18.62 acres, this substantial Roxbury country estate offers scale, privacy, and the relaxed elegance that defines Litchfield County living. Designed for both comfortable daily living and effortless entertaining, the home opens to expansive grounds, a pool, and a setting defined by natural beauty and understated presence. With generously proportioned rooms and a strong

Judith Auchincloss Klemm Real Estate Inc

1030 Washington Woodbury Rd, Roxbury, CT 06783
/40
$1,925,000
- 5 Beds
- 7 Baths
- 6,421 Sq Ft
79 Highridge Rd, West Simsbury, CT 06092

Set high atop the sought-after West Simsbury ridgeline, this stunning country estate is privately nestled on four acres of sweeping, picturesque landscape. Meticulously updated & artfully curated by its owners in collaboration with renowned NYC designers, the home represents the epitome of refined living. Set back from the road and graced by manicured grounds and a classic stone wall, this

Katie French Coldwell Banker Realty

79 Highridge Rd, West Simsbury, CT 06092
/40
$3,150,000
- 4 Beds
- 3.5 Baths
- 4,397 Sq Ft
4 Mercia Ln, Greenwich, CT 06830

Belle Haven Peninsula-one of Greenwich's most coveted coastal enclaves, where harbor breezes, in-town convenience, and quiet residential character come together in a way few addresses can offer. Privately sited on a tranquil cul-de-sac and close to downtown, this 4-BR, 3.5-BA residence is approx. 4,300 sq ft of graciously scaled living space. Built in 1995 and impeccably maintained, the home

Evangela Brock Douglas Elliman of Connecticut

4 Mercia Ln, Greenwich, CT 06830
/40
$7,995,000

$1M PRICE DROP
- 6 Beds
- 6.5 Baths
- 7,456 Sq Ft
546 Lake Ave, Greenwich, CT 06830

Situated on prestigious Lake Avenue in the coveted Greenwich mid-country, the storied Chadeline is a reimagined English Manor estate evoking a private European retreat. Set on 2.83 majestic riverfront acres, this fieldstone Tudor blends historic elegance with a full modern renovation. Sunlit interiors feature soaring ceilings, original details & refined finishes. At the home's epicenter, the

Kevin Sneddon Compass Connecticut, LLC

546 Lake Ave, Greenwich, CT 06830
/27
$335,000
- 2 Beds
- 1 Bath
- 841 Sq Ft
118 Bradley Terrace, Derby, CT 06418

This is a smart first move or a convenient downsize to affordable one-level living. Enjoy the comfort of your own home with a fenced yard, attached garage, and quality replacement windows. Inside, hardwood floors run through the living room, dining area, hall, and both bedrooms. The living room offers ample space to relax, while the kitchen is equipped with a newer French door stainless steel

Lorrie Maiorano Calcagni Real Estate

118 Bradley Terrace, Derby, CT 06418
/40
$1,179,900

Open Sun 12PM - 2PM $20K PRICE DROP
- 4 Beds
- 2.5 Baths
- 4,109 Sq Ft
96 Ayers Point Rd, Old Saybrook, CT 06475

Discover the serenity of Ayers Point in this spacious 3400 sq ft home with captivating views of the Connecticut River and surrounding marshland. Privately set with a beautiful inground pool and lush gardens, this retreat is perfect for those seeking a coastal lifestyle near boating and village charm. The home features both main and upper level primary suites, offering flexibility and comfort for

Joel Lucas Coldwell Banker Realty

96 Ayers Point Rd, Old Saybrook, CT 06475
/40
$1,295,000

$200K PRICE DROP
- 3 Beds
- 2.5 Baths
- 2,377 Sq Ft
38 Old Turnpike Rd, Bantam, CT 06750

An exceptional property with a rare convergence of historic provenance and modern excellence. This magical setting comprises a c.1777 home (once a Tollhouse), that blends 18th c. character, masterfully rebuilt in 2023. Step inside to a main floor that includes, a Kitchen, Dining Room, Parlor, Living Room & Primary BR suite including 3 FP's and a 3-season Solarium/Mudroom, Laundry room (ne'

JANE HINKEL William Pitt Sotheby's Int'l

38 Old Turnpike Rd, Bantam, CT 06750
/31
$7,495,000

$400K PRICE DROP
- 7 Beds
- 12 Baths
- 10,762 Sq Ft
4 Cherry Blossom Ln, Greenwich, CT 06831

Exquisite custom Georgian manor perfectly situated on over 2 acres of park-like grounds in a gated Association. The manor boasts beautifully proportioned, light-filled rooms with high ceilings, stunning architectural details, and impeccable craftsmanship. Residence offers both sophisticated formal areas and comfortable family spaces, striking a unique balance for easy enjoyment. Magnificently

Leslie McElwreath Sotheby's International Realty

4 Cherry Blossom Ln, Greenwich, CT 06831
/40
$850,000

Open Sat 11AM - 1PM
- 5 Beds
- 2 Baths
- 3,305 Sq Ft
28 Cemetery Rd, Willington, CT 06279

PRICE IMPROVEMENT - The pool is open, and so is your chance to own an exceptional 29-acre property in Willington. This rare offering features rolling, subdividable land, presenting long-term flexibility and investment potential. While the current owners have not pursued subdivision, the possibilities remain for the next owner of this remarkable parcel. Set alongside an established equestrian

Brittany O'Hara William Raveis Real Estate

28 Cemetery Rd, Willington, CT 06279
/34
$635,000
- 4 Beds
- 3.5 Baths
- 4,260 Sq Ft
4 Silver Brook Ln, North Granby, CT 06060

Tucked away on a quiet cul-de-sac in desirable North Granby, this spacious 4-bedroom home offers the perfect blend of privacy, comfort, and potential. Set among well-kept homes with minimal traffic, the setting alone makes this a special home and setting. Inside, you'll find a versatile layout featuring a sought-after main-level primary bedroom, along with three additional upper level

Lisa Bredice Coldwell Banker Realty

4 Silver Brook Ln, North Granby, CT 06060
/6
$24,500,000
- 9 Beds
- 13 Baths
- 16,154 Sq Ft
16 Doubling Rd, Greenwich, CT 06830

Bellavista is a 16,000+sf estate designed by Anthony Minichetti, comprised of 9 bedrooms, 9 full baths, and 4 half baths, set on 2.93 private elevated acres within Greenwich's elite Golden Triangle. Commanding panoramic views over one of Greenwich's historic Country Club golf courses, plus LI Sound views from the 2nd and 3rd floors,A truly sophisticated modern lifestyle.The residence is

Jill Kelly Sotheby's International Realty

16 Doubling Rd, Greenwich, CT 06830
/40
$2,995,000
- 5 Beds
- 6 Baths
- 6,962 Sq Ft
41 Peaceable St, Ridgefield, CT 06877

Welcome to 41 Peaceable, set on 2.30 acres, a private sanctuary of park-like, professionally landscaped grounds in Ridgefield's Village Center. Tucked behind a canopy of mature trees and stone walls, yet convenient access to Metro-North service from Wilton, New Canaan, Katonah, and Purdys for an easy NYC commute, this is an antique 1920s estate brimming with architectural character. A grand Entry

Julie Setterlund William Pitt Sotheby's Int'l

41 Peaceable St, Ridgefield, CT 06877
/40
$1,295,000
- 2 Beds
- 3 Baths
- 3,144 Sq Ft
142 Stilson Hill Rd, New Milford, CT 06776

Set on an extraordinary 12.81-acre parcel, this one-of-a-kind estate offers a rare blend of privacy, luxury, and architectural distinction. Fully renovated from top to bottom, the home showcases exceptional craftsmanship with high-end, custom finishes and a design unlike anything you've seen before. Step inside to the main level where soaring ceilings, exposed beams, and walls of glass fill the

Cory Neumann Houlihan Lawrence

142 Stilson Hill Rd, New Milford, CT 06776
/39
$649,000

Open Sat 11AM - 1PM
- 4 Beds
- 2.5 Baths
- 2,832 Sq Ft
10 Carmel Hill Rd S, Bethlehem, CT 06751

Amazing Views over 60 acres of farmland. Seriously STAYCATION! The house is in excellent condition and very charming, but it's all the extra's that make it special. This is THE place to hang out - you only have to leave for supplies! Did I mention the views? Enjoy the views from 12x37 deck that also wraps around 32' to the swimming pool. The party barn / music studio is 1400 s/f complete with a

Mary Ann Bennett Drakeley Real Estate, Inc.

10 Carmel Hill Rd S, Bethlehem, CT 06751
/40
$5,250,000
- 5 Beds
- 7 Baths
- 10,714 Sq Ft
289 Northrop St, Bridgewater, CT 06752

On Top of the World. Unparalleled Estate with complete privacy and breathtaking panoramic views overlooking Lake Lillinonah and distant hills in premier Bridgewater location. Newly constructed state-of-the-art 5-bedroom Main House, 2-bedroom Guest House, Pool & Pool Cabana. Long paved driveway winds through magnificent grounds with extraordinary mature landscaping curated with pristine specimen

Peter Klemm Klemm Real Estate Inc

289 Northrop St, Bridgewater, CT 06752
/40
$25,500,000
- 9 Beds
- 14 Baths
- 14,266 Sq Ft
104 Dans Hwy, New Canaan, CT 06840

Clark House, a legacy property with extraordinary provenance, was re-imagined by design legends Delphine and Reed Krakoff, adding their imprimatur of spare modern elegance. Reminiscent of a French hunting lodge and built like a fortress from steel and concrete in 1937, the property was purchased as a country residence by copper heiress Huguette Clark, and remained unoccupied and untouched until a

Leslie Razook William Pitt Sotheby's Int'l

104 Dans Hwy, New Canaan, CT 06840
/47
$3,425,000
- 5 Beds
- 4.5 Baths
- 4,616 Sq Ft
469 Taconic Rd, Greenwich, CT 06831

Beautifully updated 5-bedroom, 4.1-bath residence offering a turnkey lifestyle with the perfect blend of modern luxury and timeless character, privately set on 1.85 serene, park-like acres. A circular driveway welcomes you to a fenced yard with a beautifully sited pool, expansive entertaining patio, and gently rolling grassy knolls creating a peaceful, private retreat. Designed for both everyday

Missy Freccia BHG RE Shore & Country Prop.

469 Taconic Rd, Greenwich, CT 06831
/40
$1,295,000
- 5 Beds
- 3 Baths
- 3,036 Sq Ft
93 Upton Rd, Ashford, CT 06278

195.8 ACRES OF HERITAGE LAND with STUNNINGLY UPDATED FARMHOUSE! This exceptional Eastern CT sanctuary embodies a rare convergence of early American legacy, refined country living, & remarkable land stewardship. Discreetly set along a quiet, town-maintained road, 93 Upton Road as an offering of scale & substance - a true private estate of distinction. The property is anchored by a 3,035sqft Cape

Kiara Rusconi William Raveis Real Estate

93 Upton Rd, Ashford, CT 06278
/40
$15,000,000
- 7 Beds
- 10 Baths
- 9,129 Sq Ft
4800 Congress St, Fairfield, CT 06824

The Ultimate East Coast Sanctuary, Where Privacy Meets Pinnacle Luxury. Surrounded by high stone walls, a fortress of modern architecture is invisible from the street and engineered for the world's most discerning buyers who demand seclusion with proximity to NYC. This 38.91-acre compound is a one-of-a-kind Fairfield County estate. The former home of Richard Rodgers, composer of The Sound of

Leslie Razook William Pitt Sotheby's Int'l

4800 Congress St, Fairfield, CT 06824
/40
$3,595,000
- 7 Beds
- 7 Baths
- 7,060 Sq Ft
259 N Main St, Stonington, CT 06378

Cove Lawn - Historic Italianate Estate with Water Views & Guest House. Walk to Stonington Borough. Experience the charm of village living just moments from Historic Stonington Borough at Cove Lawn, a magnificent c.1860 Italianate estate steeped in local history and timeless elegance. Ideally located just a short stroll to the Borough's deep-water marinas, boutique shopping, seaside cafes, and

Judi Caracausa William Pitt Sotheby's Int'l

259 N Main St, Stonington, CT 06378
/19
$9,250,000

New Construction Coming Soon
- 6 Beds
- 8.5 Baths
- 11,314 Sq Ft
175 Brookside Rd, Darien, CT 06820

Exceptional new construction estate by K&C Builders Inc., set on over 2.5 private acres on coveted Brookside Road. Offering approximately 11,000 SF across four finished levels, this stunning residence features 6 bedrooms, 8 full baths, and 1 half bath. Designed for elegant entertaining and everyday living, the home showcases a spectacular great room, gourmet chef's kitchen, private study,

Sylwia Kozlowski William Raveis Real Estate

175 Brookside Rd, Darien, CT 06820
/34
$874,959
- 6 Beds
- 3.5 Baths
- 4,514 Sq Ft
190 5th Ave, Stratford, CT 06615

Life at the beach is a year round vacation in the coveted community of Lordship. A charming yet spacious home has been part of one family's history for generations. This lovingly maintained & carefully updated home has almost 3200 SF & is considered to be 7 BRS by the town w/ 3.5 Baths. The perfect home for family & friends to gather! Upon entering this home you experience the best of beach

Marilyn Heffers Coldwell Banker Realty

190 5th Ave, Stratford, CT 06615
/38
$1,699,000
- 6 Beds
- 5 Baths
- 5,500 Sq Ft
6 Brinsmade Ln, Sherman, CT 06784

Exceptional private country estate set on approximately 10 acres in Sherman, just 90 minutes from New York City and moments from Candlewood Lake with beach and boat rights. Formerly the historic Brinsmade Dairy Farm, this remarkable property blends timeless New England charm with modern comfort and exceptional versatility. Comprising three residences on two lots-the Main House, Carriage House,

Ginny Gordon-O’Neill William Raveis Real Estate

6 Brinsmade Ln, Sherman, CT 06784
/40
$8,200,000
- 6 Beds
- 9 Baths
- 8,457 Sq Ft
62 Big Bear Hill Rd, New Milford, CT 06776

A Legacy Estate Where Natural Beauty and Serenity Meet Sophisticated Living. Discover an extraordinary private retreat where nature's magic meets world-class refinement. Once owned by mineral magnate Ferdinand Julius Fohs and later donated to establish a camp for underprivileged NYC youth, this 100-acre sanctuary with 15-acre private lake and over 23,000 sq ft of living space has been extensively

Pat Lahoud Lahoud William Pitt Sotheby's Int'l

62 Big Bear Hill Rd, New Milford, CT 06776
/38
$370,000

Open Sun 12PM - 2PM
- 3 Beds
- 2 Baths
- 1,632 Sq Ft
5 1st St, East Windsor, CT 06088

Welcome to this charming Cape-style home filled with warmth, character, and exceptional outdoor living. Beautiful hardwood floors greet you as you enter, leading into a spacious dining area that opens effortlessly into a bright and inviting living room filled with natural sunlight and featuring a cozy gas fireplace. Elegant French doors lead to a large, partially covered deck with a fire pit,

Andrea Rodriguez Premier Properties of CT

5 1st St, East Windsor, CT 06088
/11
$299,000
- 2 Beds
- 1.5 Baths
- 1,122 Sq Ft
286 Monticello Dr, Branford, CT 06405

Picture yourself in a condo where everything has been upgraded to meet your needs. Whether you are drawn to being cozy in front of a fireplace or ready to explore the outdoors - pool, clubhouse, tennis courts - you deserve a place that feels more like home. Step inside to an open main floor, where the kitchen is refreshed with new countertops, cabinets, and appliances. Unwind upstairs with two

Zara Pasha Berkshire Hathaway NE Prop.

286 Monticello Dr, Branford, CT 06405
/39
$974,999

$25K PRICE DROP
- 3 Beds
- 3.5 Baths
- 3,322 Sq Ft
39 Hewitt Rd, North Stonington, CT 06359

Property Highlights: 3 Bedrooms | 3.5 Bathrooms | 3,322 Sq Ft | 3.10 Acres Built in 2005 with striking modern architecture and open-concept layout Private indoor endless lap pool for year-round wellness and relaxation Bordering the Hewitt Farm Reserve with scenic trails and natural views Light-filled living spaces with soaring ceilings and walls of glass Gourmet kitchen with open flow to dining

Kyle Schrader Berkshire Hathaway NE Prop.

39 Hewitt Rd, North Stonington, CT 06359
/26
$145,000

$10K PRICE DROP
- 2 Beds
- 2 Baths
- 1,235 Sq Ft
30 Woodland St Unit 9H, Hartford, CT 06105

Welcome to Regency Towers in Hartford! This townhouse-style condo offers a unique two-level layout with 2 bedrooms and 2 full bathrooms, featuring dual entrances on both the 9th and 10th floors for added convenience. Enjoy a bright, sun-filled living space with large windows and two private balconies-one off the main living area and another from the upper-level bedroom-offering stunning city

Beatrice Acevedo The Property Shop CT

30 Woodland St Unit 9H, Hartford, CT 06105
/40
$6,995,000

New Construction $500K PRICE DROP
- 4 Beds
- 4.5 Baths
- 3,260 Sq Ft
16 Westport Ave, Westport, CT 06880

Brand-new net-zero coastal smart home, steps from Compo Beach, built to run quietly through whatever Long Island Sound throws at it. This is the only just-completed residence on the Compo Beach side of Westport delivered as a fully integrated, self-monitoring home: rooftop solar power w/battery storage, intelligent load management, leak detection w/automatic water shutoff, energy-recovery

Karen Scott Compass Connecticut, LLC

16 Westport Ave, Westport, CT 06880
/40
$1,774,900

New Construction
- 5 Beds
- 5.5 Baths
- 5,500 Sq Ft
25 Hunting Ridge Rd, Brookfield, CT 06804

A bold expression of modern design, this NEW CONSTRUCTION Modern Farmhouse is set on 1.06 private acres with sweeping views in one of Brookfield's most desirable locations. Spanning 5,500 sq ft, the home features soaring ceilings, 4" white oak floors, and sun-filled open-concept living. The chef's kitchen with custom cabinetry, oversized island, and designer lighting flows into a dramatic living

Stephanie Ferreira BHGRE Gaetano Marra Homes

25 Hunting Ridge Rd, Brookfield, CT 06804
/40
$899,000

Open Sat 1PM - 3PM
- 5 Beds
- 5.5 Baths
- 4,948 Sq Ft
38 Bonna St, Beacon Falls, CT 06403

This is not just a move- it's an upgrade! Nothing to do here- truly just move in ready! Why Beacon Falls, CT? Because of its peaceful, small-town charm, exceptional safety, and value-forward real estate. This property boasts both function and fun! The value list is long....Start with a NEW chef's kitchen, large island w/ Quartz Counters and backsplash, Stainless steel Wolf & Sub-Zero appliances,

Jennifer Dos Santos Keller Williams Realty Prtnrs.

38 Bonna St, Beacon Falls, CT 06403
/35
$2,045,000

$150K PRICE DROP
- 5 Beds
- 6 Baths
- 5,113 Sq Ft
88 Rucum Rd, Roxbury, CT 06783

Located in picturesque Roxbury, CT-nestled in southern Litchfield County and under two hours from New York City-this exquisite barn-style residence offers the perfect blend of rustic charm and modern luxury. Set on 8 sprawling acres, the property features an expansive lawn, beautifully curated specimen plantings, and a sparkling pool with integrated spa-ideal for both relaxation and entertaining.

Pels Matthews W. Raveis Lifestyles Realty

88 Rucum Rd, Roxbury, CT 06783
/40
$890,000
- 4 Beds
- 2.5 Baths
- 3,654 Sq Ft
4 Southdown Dr, Bristol, CT 06010

This Pristine Secluded Custom-built Home offers 3,654 square feet of Magnificent Living Space on 1.3 acres of Wooded Privacy. Upon entering through the double front doors, admire the beautiful mahogany oak hardwood flooring. The grand kitchen is a chef's dream, with its abundant custom-built cabinetry, striking countertops & stainless steel appliances. The two-story gathering room with palladium

Sharon Martino Regency Real Estate, LLC

4 Southdown Dr, Bristol, CT 06010
/40
$939,000

$36K PRICE DROP
- 4 Beds
- 3.5 Baths
- 2,362 Sq Ft
33 King St, Danbury, CT 06811

Beautifully updated 4BR/3.5BA home set on a private, landscaped lot in a desirable Danbury location with convenient proximity to New York and New York City. Bright, open layout featuring an incredible living room with soaring ceilings and oversized windows. Kitchen with granite countertops flows seamlessly into dining and living spaces-ideal for entertaining. Spacious primary suite with walk-in

Joe Dimyan Tower Realty Corp

33 King St, Danbury, CT 06811
/23
$419,000
- 3 Beds
- 2 Baths
- 1,528 Sq Ft
1142 Main St, Hamden, CT 06514

Spacious Ranch-style home offering convenient single-level with 3-bedroom, 2-bath residence features approximately 1,528 square feet of living space and is perfect for comfortable everyday living and entertaining. Highlights include a newly updated kitchen, beautiful floors, and recently refreshed bathrooms. The home also boasts a bright living room, a large 2-car garage, and a wonderful

Kelly Wang CW Property Groups, LLC

1142 Main St, Hamden, CT 06514
/14
$529,900
- 3 Beds
- 1.5 Baths
- 1,811 Sq Ft
61 Sandy Hill Rd, Middlebury, CT 06762

Charming Cape in Middlebury with over 5 acres of land! This enchanting Cape features original character with hardwood floors flowing throughout its 3 comfortable bedrooms and 1.5 baths. For the outdoor enthusiast, the grounds are a rare find: a horse stable complete with a tack room awaits your equine companions, while a inground pool offers a private oasis for summer entertaining. With the added

Arben Belica William Raveis Real Estate

61 Sandy Hill Rd, Middlebury, CT 06762
/36
$549,000

$20K PRICE DROP
- 3 Beds
- 2.5 Baths
- 2,400 Sq Ft
63 Pautipaug Hill Rd, Baltic, CT 06330

Set on a scenic hillside with a charming wrap-around farmer's porch and breathtaking sunrise views over the back deck, this 3 bedroom, 2.5 bath Colonial sits on over 3 acres of expansive, private land. Located just three minutes from the Mohegan Sun Golf Club and Giddings Park, the home is ideally situated for an easy commute to the Naval Base, Coast Guard, and major interstates. The interior

Amanda Gaudette William Pitt Sotheby's Int'l

63 Pautipaug Hill Rd, Baltic, CT 06330

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