582

Connecticut Homes for Sale with Private Pool

Section Image
  • 88 Rucum Rd, Roxbury, CT 06783
    88 Rucum Rd, Roxbury, CT 06783
    88 Rucum Rd, Roxbury, CT 06783
    /35

    $2,045,000

    • 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
  • 229 Umpawaug Rd, Redding, CT 06896
    229 Umpawaug Rd, Redding, CT 06896
    229 Umpawaug Rd, Redding, CT 06896
    /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
  • 38 Three Bridges Rd, East Haddam, CT 06423
    38 Three Bridges Rd, East Haddam, CT 06423
    38 Three Bridges Rd, East Haddam, CT 06423
    /39

    $2,395,000

    • 4 Beds
    • 6 Baths
    • 4,516 Sq Ft

    38 Three Bridges Rd, East Haddam, CT 06423

    Experience the grandeur of this private estate, where the tranquil Eight Mile River flows beside a beautifully restored home. Thoughtfully remodeled, this residence blends timeless character with premium finishes and exceptional craftsmanship. Enter through an elegant main entrance or mudroom with bluestone flooring, leading to a gourmet country kitchen featuring a Z-Line double oven, gas

    Zoe Zrakas William Raveis Real Estate

    38 Three Bridges Rd, East Haddam, CT 06423
  • 21 Calhoun Dr, Greenwich, CT 06831
    21 Calhoun Dr, Greenwich, CT 06831
    21 Calhoun Dr, Greenwich, CT 06831
    /47

    $6,395,000

    • 5 Beds
    • 10 Baths
    • 7,632 Sq Ft

    21 Calhoun Dr, Greenwich, CT 06831

    Welcome to ''Park Hill'', a reimagined 1923 English Manor in a Prestigious Private Association. Thoughtfully refreshed for modern living while preserving the architectural character that makes it timeless. Set on 1.81 private, park-like acres, this 7,632 sq. ft. manor blends historic charm with contemporary luxury in a way few properties can. 1923 English Tudor Revival with 2025 updates. Rare

    Danielle Claroni Sotheby's International Realty

    21 Calhoun Dr, Greenwich, CT 06831
  • 28 Old Orchard Dr, Weston, CT 06883
    28 Old Orchard Dr, Weston, CT 06883
    28 Old Orchard Dr, Weston, CT 06883
    /40

    $1,779,000

    • 5 Beds
    • 5.5 Baths
    • 7,611 Sq Ft

    28 Old Orchard Dr, Weston, CT 06883

    Experience dramatic, modern living in this grand home with a glorious gunite pool & exceptional architectural appeal. Custom-designed, the quality of this residence is readily apparent as you approach from the centrally-located, multi-million dollar neighborhood of fine homes. The stone front, Belgium block-lined drive and specimen landscaping greet you, leading to the soaring two-story foyer.

    Barbara Bross Coldwell Banker Realty

    28 Old Orchard Dr, Weston, CT 06883
  • 8 Bayberry Hill, Roxbury, CT 06783
    8 Bayberry Hill, Roxbury, CT 06783
    8 Bayberry Hill, Roxbury, CT 06783
    /35

    $3,995,000

    • 5 Beds
    • 6 Baths
    • 5,940 Sq Ft

    8 Bayberry Hill, Roxbury, CT 06783

    Privately Sited on a Hill in the Midst of 31+ acres, this Elegantly Renovated 5,000+ sq ft Colonial Offers Panoramic Sunset Views and Exceptional Privacy. Graciously Proportioned Rooms Populate the Main Level & Include: a Vaulted-Ceiling Living Room with Fireplace, Paneled Library, Inviting Family Room, and a Spacious Eat-in Kitchen with Top-tier Appliances. The Refined Primary Suite Features a

    Graham Klemm Klemm Real Estate Inc

    8 Bayberry Hill, Roxbury, CT 06783
  • 1131 Sasco Hill Rd, Fairfield, CT 06824
    1131 Sasco Hill Rd, Fairfield, CT 06824
    1131 Sasco Hill Rd, Fairfield, CT 06824
    /40

    $25,000,000

    • 6 Beds
    • 11 Baths
    • 19,569 Sq Ft

    1131 Sasco Hill Rd, Fairfield, CT 06824

    Sasco Point- A Rare Waterfront Estate. Perched on over 11 acres with 450 feet directly on Long Island Sound, Sasco Point is an extraordinary coastal retreat. Nestled at the end of prestigious Sasco Hill Road, this architecturally stunning estate blends Swedish, Dutch, and Moorish influences, creating a residence that is as elegant as it is timeless. A discreet gated entrance leads to a winding

    Andrew Whiteley Brown Harris Stevens

    1131 Sasco Hill Rd, Fairfield, CT 06824
  • Unlisted Address
    Unlisted Address
    Unlisted Address
    /40

    $3,900,000

    • 5 Beds
    • 6.5 Baths
    • 8,858 Sq Ft

    Unlisted Address

    Spectacular Smart Home custom built with Vastu Shastra and Feng shui in mind. From the moment your nearly 18-foot-wide gate opens, you pass through and begin the 500-plus foot drive home you will feel your cares wash away. Relax on your large front porch with wine railings or open your 8-foot high, 60-inch-wide Pivot door and be greeted by the state-of-the-art floating stairs and to your right is

    Ron Bates Signature Properties of N.E.

    Unlisted Address
  • 118 Sandy Point Rd, Old Saybrook, CT 06475
    118 Sandy Point Rd, Old Saybrook, CT 06475
    118 Sandy Point Rd, Old Saybrook, CT 06475
    /29

    $519,000

    • 2 Beds
    • 1.5 Baths
    • 1,557 Sq Ft

    118 Sandy Point Rd, Old Saybrook, CT 06475

    Summerwood on the Sound. Step into this stunning townhouse condominium featuring a fabulous kitchen with spacious quartz counters and breakfast bar, custom designed cabinetry and stainless steel appliances. The open concept living room and dining area boast beautiful wood flooring, elegant crown molding and glass doors to the private deck area, perfect for relaxing and entertaining. There is also

    Carla Mousch William Raveis Real Estate

    118 Sandy Point Rd, Old Saybrook, CT 06475
  • 6 Westchester Hills Unit G, Colchester, CT 06415
    6 Westchester Hills Unit G, Colchester, CT 06415
    6 Westchester Hills Unit G, Colchester, CT 06415
    /3

    $185,000

    • 2 Beds
    • 1.5 Baths
    • 1,200 Sq Ft

    6 Westchester Hills Unit G, Colchester, CT 06415

    This 2 bedroom condo is an end unit close to the pool.

    Lisa Sader-Goede Aspen Realty Group

    6 Westchester Hills Unit G, Colchester, CT 06415
  • 1 & 3 Neck Rd, Old Lyme, CT 06371
    1 & 3 Neck Rd, Old Lyme, CT 06371
    1 & 3 Neck Rd, Old Lyme, CT 06371
    /39

    $2,650,000

    • 4 Beds
    • 3.5 Baths
    • 6,742 Sq Ft

    1 & 3 Neck Rd, Old Lyme, CT 06371

    Introducing The Marsh House...a remarkable waterfront Village estate that incorporates a Main residence, sited at 1 Neck Road...originally a sheep barn constructed entirely of stone in 1912, and subsequently renovated with stunning architectural detail including massive floor to ceiling, multi-paned arched windows, beautiful slate roofing and lush, professionally landscaped grounds punctuated by

    Jennifer Caulfield William Pitt Sotheby's Int'l

    1 & 3 Neck Rd, Old Lyme, CT 06371
  • 11 Ravenrock, Roxbury, CT 06783
    11 Ravenrock, Roxbury, CT 06783
    11 Ravenrock, Roxbury, CT 06783
    /35

    $3,595,000

    • 4 Beds
    • 5.5 Baths
    • 7,063 Sq Ft

    11 Ravenrock, Roxbury, CT 06783

    A private gated road leads to this elegant shingle-style estate on 20+ secluded acres in the beautiful Litchfield Hills with spectacular views that go on for miles. This property includes a four bedroom, five and a half bath main residence, in ground heated Gunite pool, tennis court, one-bedroom caretaker's apartment over a 3-bay garage, two bedroom guest apartment and greenhouse. This compound

    Maria Taylor Klemm Real Estate Inc

    11 Ravenrock, Roxbury, CT 06783
  • 0 Mountain Rd, Wilton, CT 06897
    0 Mountain Rd, Wilton, CT 06897
    0 Mountain Rd, Wilton, CT 06897
    /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
  • 51 Ferry Bridge Rd, Washington, CT 06793
    51 Ferry Bridge Rd, Washington, CT 06793
    51 Ferry Bridge Rd, Washington, CT 06793
    /36

    $4,750,000

    • 5 Beds
    • 5.5 Baths
    • 9,165 Sq Ft

    51 Ferry Bridge Rd, Washington, CT 06793

    Built in 1885 as a Gilded Age summer retreat, Rock Gate is as well-known and celebrated in Washington as its architect: Ehrick Rossiter. Rossiter's generous rooms graced with restored carved butternut wood panels, walnut and fir floors, delicate turned spindles, alongside arched windows, porches, and turreted and gable roofs, define the Queen Anne shingle-style homes of the period. Updated and

    Maria Taylor Klemm Real Estate Inc

    51 Ferry Bridge Rd, Washington, CT 06793
  • 10 Cliffdale Rd, Greenwich, CT 06831
    10 Cliffdale Rd, Greenwich, CT 06831
    10 Cliffdale Rd, Greenwich, CT 06831
    /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
  • 215 Uncas Point Rd, Guilford, CT 06437
    215 Uncas Point Rd, Guilford, CT 06437
    215 Uncas Point Rd, Guilford, CT 06437
    /40

    $35,000,000

    • 6 Beds
    • 4.5 Baths
    • 5,354 Sq Ft

    215 Uncas Point Rd, Guilford, CT 06437

    Waterfront.. Sachems Head - Welcome to a Unique opportunity to purchase some of the finest waterfront properties to ever become available on the entire Connecticut Shoreline. Combined 3 properties span 13.03 rolling green Acres w/1900 feet of waterfront, 3 Docks, Boat Lift, Vineyard, Orchards, Beautiful Gardens, Fruit Trees, Tennis/Basketball Court, Go Kart Track, 2 Houses and a Carriage House.

    Joseph Piscitelli Coldwell Banker Realty

    215 Uncas Point Rd, Guilford, CT 06437
  • Unlisted Address
    Unlisted Address
    Unlisted Address
    /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
  • 210 Doolittle Dr, Norfolk, CT 06058
    210 Doolittle Dr, Norfolk, CT 06058
    210 Doolittle Dr, Norfolk, CT 06058
    /40

    $4,490,000

    • 6 Beds
    • 7.5 Baths
    • 5,671 Sq Ft

    210 Doolittle Dr, Norfolk, CT 06058

    Nestled in the heart of the completely private 1700 acres of the Doolittle Lake Company woods on 2 parcels, this 100 acre 5,670 sq ft beautifully maintained 1780 center hall colonial boasts colonial & art deco architectural details. Moved to its current location in the 1930s NY architect Robert Carrere renovations include generous reception rooms, wide red pine floors, high ceilings, 2 wet bars,

    Martha Mullins William Pitt Sotheby's Int'l

    210 Doolittle Dr, Norfolk, CT 06058
  • 6 Juniper Ledge Ln, Lakeville, CT 06039
    6 Juniper Ledge Ln, Lakeville, CT 06039
    6 Juniper Ledge Ln, Lakeville, CT 06039
    /21

    $995,000

    • 4 Beds
    • 3.5 Baths
    • 2,505 Sq Ft

    6 Juniper Ledge Ln, Lakeville, CT 06039

    Country Home In Private Location - This home is located on a private road in Lakeville and features a first-floor primary, a large living room with wood wood-burning fireplace, and a screened-in porch overlooking the grounds. The eat-in kitchen has a separate laundry room, wood cabinets with granite countertops, and sliding glass doors that open to the back deck perfect for outdoor dining or

    Elyse Morris Elyse Harney Real Estate

    6 Juniper Ledge Ln, Lakeville, CT 06039
  • 3 Walden Ct Unit Lot 53, Danbury, CT 06810
    3 Walden Ct Unit Lot 53, Danbury, CT 06810
    3 Walden Ct Unit Lot 53, Danbury, CT 06810
    /8

    $869,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 3,311 Sq Ft

    3 Walden Ct Unit Lot 53, Danbury, CT 06810

    At the heart of the Hawthorne home, the open main level creates a warm and inviting environment for everyday living and entertaining. The L-shaped kitchen flows seamlessly into the expansive two-story great room, where natural light fills the space and gatherings feel effortless-from casual brunches with neighbors to holiday celebrations with loved ones. This open design encourages connection

    Lauren Logiacco Thomas Jacovino

    3 Walden Ct Unit Lot 53, Danbury, CT 06810
  • 21 Lockwood Cir, Westport, CT 06880
    21 Lockwood Cir, Westport, CT 06880
    21 Lockwood Cir, Westport, CT 06880
    /40

    $4,750,000 New Construction

    • 6 Beds
    • 6.5 Baths
    • 6,611 Sq Ft

    21 Lockwood Cir, Westport, CT 06880

    Imagine a residence where every element has been considered for gracious living in stylish surroundings. This newly completed home by awardwinning Able Construction is set on a peaceful Coleytown estatearea street, framed by scenic land that enhances its sense of calm. A dramatic foyer with a woodaccented ceiling and millwork feature wall introduces interiors defined by creative decor, walls of

    Doug Bross Coldwell Banker Realty

    21 Lockwood Cir, Westport, CT 06880
  • 15 Lockwood Dr Unit Lot 51, Danbury, CT 06810
    15 Lockwood Dr Unit Lot 51, Danbury, CT 06810
    15 Lockwood Dr Unit Lot 51, Danbury, CT 06810
    /18

    $1,023,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,594 Sq Ft

    15 Lockwood Dr Unit Lot 51, Danbury, CT 06810

    Soaring ceilings and graceful details define the Albrecht's thoughtful design. A spacious living room with a cathedral ceiling and a lovely two-story dining room flank the welcoming two-story foyer. Overlooking the expansive great room with rear yard access, the well-appointed kitchen is complemented by a large center island with breakfast bar, wraparound counter and cabinet space, a roomy

    Noelle Hickey Thomas Jacovino

    15 Lockwood Dr Unit Lot 51, Danbury, CT 06810
  • 8 Loretta Ct, Westport, CT 06880
    8 Loretta Ct, Westport, CT 06880
    8 Loretta Ct, Westport, CT 06880
    /40

    $7,500,000 Open Sat 1PM - 3PM

    • 6 Beds
    • 9 Baths
    • 9,576 Sq Ft

    8 Loretta Ct, Westport, CT 06880

    Introducing an exceptional new build from Simple Plan Home Builders, multiple HOBI Award winners known for iconic Westport homes. Just a short stroll to Compo Beach, this striking modern coastal retreat is privately set on a coveted cul-de-sac, blending luxury, light, and effortless living. Spanning three and a half levels, this six-bedroom home features an airy layout with refined finishes

    Lianne Owen Coldwell Banker Realty

    8 Loretta Ct, Westport, CT 06880
  • 10 Mary Jane Ln, Westport, CT 06880
    10 Mary Jane Ln, Westport, CT 06880
    10 Mary Jane Ln, Westport, CT 06880
    /11

    $5,990,000 New Construction

    • 6 Beds
    • 6.5 Baths
    • 6,900 Sq Ft

    10 Mary Jane Ln, Westport, CT 06880

    New construction by renowned Red Coat Homes, ideally set on a quiet cul-de-sac in a premier Westport neighborhood. Designed by architect Judith Larson, this exceptional home offers over 7,000 sq ft of refined living space on more than one acre, complete with a resort-style pool. Timeless architecture and sophisticated finishes create spaces ideal for entertaining, work, and everyday living, with

    Danna Rogers Higgins Group Bedford Square

    10 Mary Jane Ln, Westport, CT 06880
  • 688 Hulls Farm Rd, Southport, CT 06890
    688 Hulls Farm Rd, Southport, CT 06890
    688 Hulls Farm Rd, Southport, CT 06890
    /14

    $8,696,000 New Construction

    • 7 Beds
    • 8 Baths
    • 9,422 Sq Ft

    688 Hulls Farm Rd, Southport, CT 06890

    Set within artisan stone walls with curated flowering landscapes, this magnificent stone and stucco residence is a masterful tribute to Southport's enduring architectural legacy. Designed to blend seamlessly among the grand neighboring estates of this coveted enclave, 688 Hulls Farm strikes a rare balance: modern in execution, timeless in presence. Construction begins in April with Coastal Luxury

    Jaclyn Picarillo Higgins Group Bedford Square

    688 Hulls Farm Rd, Southport, CT 06890
  • 104 Eastfield Rd, Waterbury, CT 06708
    104 Eastfield Rd, Waterbury, CT 06708
    104 Eastfield Rd, Waterbury, CT 06708
    /40

    $949,900 Open Sat 11AM - 1PM

    • 4 Beds
    • 2.5 Baths
    • 3,623 Sq Ft

    104 Eastfield Rd, Waterbury, CT 06708

    Experience elevated luxury in this exceptional new construction residence in the prestigious Country Club Estates neighborhood of Waterbury. Offering 3,623 square feet of impeccably designed living space, this stunning home features 4 spacious bedrooms and 3.5 elegantly appointed bathrooms, blending timeless sophistication with modern comfort. Each bedroom boasts generous walk-in closets with

    Amber Segetti RE/MAX RISE

    104 Eastfield Rd, Waterbury, CT 06708
  • 729 Smith Ridge Rd, New Canaan, CT 06840
    729 Smith Ridge Rd, New Canaan, CT 06840
    729 Smith Ridge Rd, New Canaan, CT 06840
    /22

    $6,395,000 New Construction

    • 6 Beds
    • 9 Baths
    • 10,295 Sq Ft

    729 Smith Ridge Rd, New Canaan, CT 06840

    Newly completed, gorgeous and with every luxury feature imaginable, 729 Smith Ridge Rd is a sun-drenched modern colonial, convenient to New Canaan town center, yet privately located in the estate section of Smith Ridge. A gated, dramatic approach sets the stage for the epitome of modern luxury inside: oversized windows, 10 foot ceilings, a show-stopping chef's kitchen, an elevator to all four

    Amanda Bryan Compass Connecticut, LLC

    729 Smith Ridge Rd, New Canaan, CT 06840
  • 452 Silver Spring Rd, Ridgefield, CT 06877
    452 Silver Spring Rd, Ridgefield, CT 06877
    452 Silver Spring Rd, Ridgefield, CT 06877
    /4

    $5,400,000 New Construction

    • 6 Beds
    • 1.5 Baths
    • 8,532 Sq Ft

    452 Silver Spring Rd, Ridgefield, CT 06877

    Introducing an extraordinary new construction residence set in the highly desirable Silver Spring CC area. A masterful fusion of modern elegance, curated materials & timeless architecture by Premier Builder Steve Lecher Associates, well known for exceptional custom properties throughout Fairfield County. Beautifully sited on 2 level acres, this bespoke home offers refined living w/exceptional

    Karla Murtaugh Compass Connecticut, LLC

    452 Silver Spring Rd, Ridgefield, CT 06877
  • 1008 Fairfield Beach Rd, Fairfield, CT 06824
    1008 Fairfield Beach Rd, Fairfield, CT 06824
    1008 Fairfield Beach Rd, Fairfield, CT 06824
    /19

    $3,900,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 4,100 Sq Ft

    1008 Fairfield Beach Rd, Fairfield, CT 06824

    1008 Fairfield Beach Road- A Masterpiece on Fairfield's Iconic Coastline. 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 of the

    Valerie Alvarez Serhant Connecticut, LLC

    1008 Fairfield Beach Rd, Fairfield, CT 06824
  • Danbury, CT 06810
    Danbury, CT 06810
    Danbury, CT 06810
    /7

    $1,133,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 3,584 Sq Ft

    Danbury, CT 06810

    Located in a premier 55+ community, the Jaywick home design's elegant open floor plan is sure to impress. Upon entering, you will find a warm foyer with a tray ceiling. Continuing from the foyer, there is a beautiful secondary bedroom, a full hall bath, and a flex room. The great room, which offers access to the rear covered back deck, opens up into a casual dining area, making it the perfect

    Lauren Logiacco Thomas Jacovino

    Danbury, CT 06810
  • 1091 Saint Andrews Dr Unit Lot 6, Oxford, CT 06478
    1091 Saint Andrews Dr Unit Lot 6, Oxford, CT 06478
    1091 Saint Andrews Dr Unit Lot 6, Oxford, CT 06478
    /30

    $739,900 Open Sat 11AM - 4PM

    • 2 Beds
    • 2.5 Baths
    • 2,536 Sq Ft

    1091 Saint Andrews Dr Unit Lot 6, Oxford, CT 06478

    EG Home, a trusted multi-award-winning builder, presents the Pinehurst at Oxford Greens-Connecticut's premier active-adult community. This elegant two-story townhome offers approximately 2,536 sq. ft. of refined living space designed for comfort and sophistication. The main level features a private primary suite, a vaulted Great Room filled with natural light, and a chef's kitchen perfect for

    Shabnam Sadat EG Group Realty LLC

    1091 Saint Andrews Dr Unit Lot 6, Oxford, CT 06478
  • 2 Stillman Ln, Greenwich, CT 06831
    2 Stillman Ln, Greenwich, CT 06831
    2 Stillman Ln, Greenwich, CT 06831
    /8

    $8,995,000 New Construction

    • 6 Beds
    • 10 Baths
    • 10,216 Sq Ft

    2 Stillman Ln, Greenwich, CT 06831

    Exceptional 2026 new construction offering resort-style living across a main residence + pool house on a private one-acre lot close to town. Designed by Schettino, the main house features 5 bedrooms, 7 full baths + 2 powder rooms with a seamless, light-filled floor plan ideal for entertaining and everyday living. The second floor incl a luxurious primary suite w balcony, dual walk-in closets, +

    Amanda Bates Houlihan Lawrence

    2 Stillman Ln, Greenwich, CT 06831
  • 133 Doubling Rd, Greenwich, CT 06830
    133 Doubling Rd, Greenwich, CT 06830
    133 Doubling Rd, Greenwich, CT 06830
    /12

    $13,850,000 New Construction

    • 7 Beds
    • 9 Baths
    • 10,496 Sq Ft

    133 Doubling Rd, Greenwich, CT 06830

    Stunning 6-bedroom Colonial in Mid-Country currently underway (Summer '26 completion). Designed to impress by the renowned Alex Kaali-Nagy Architect AIA with a traditional exterior look, quintessential Greenwich, but a transitional interior with 4 finished levels and thoughtful design touches throughout, including extensive millwork. Exceptional primary suite with walk-in dressing rooms, plus 5

    Amanda Miller Houlihan Lawrence

    133 Doubling Rd, Greenwich, CT 06830
  • 14 5 Mile River Rd, Darien, CT 06820
    14 5 Mile River Rd, Darien, CT 06820
    14 5 Mile River Rd, Darien, CT 06820
    /16

    $6,247,000 New Construction

    • 6 Beds
    • 8.5 Baths
    • 7,580 Sq Ft

    14 5 Mile River Rd, Darien, CT 06820

    Designed by custom home builder Vita Design, this exciting newly constructed modern residence is a refined architectural statement that balances scale and light, capturing direct 5 Mile River views and a connection to its natural surroundings. Finished across four levels, the home features dramatic 10- and 16-foot ceilings and a main level wrapped in floor-to-ceiling European-style windows

    Jennifer DaSilva Mixer William Raveis Real Estate

    14 5 Mile River Rd, Darien, CT 06820
  • 528 Round Hill Rd, Greenwich, CT 06831
    528 Round Hill Rd, Greenwich, CT 06831
    528 Round Hill Rd, Greenwich, CT 06831
    /8

    $18,999,000 New Construction

    • 6 Beds
    • 12 Baths
    • 17,197 Sq Ft

    528 Round Hill Rd, Greenwich, CT 06831

    Stunning New Construction. A Grand Estate of Architectural Distinction. This Incredible new build was Conceived and will be Constructed without Compromise. A build of enduring significance beautifully set on 4 acres. Spanning 17,197 square feet, this residence achieves extraordinary vertical volume with 11-foot ceilings on the main level and a breathtaking two-and-a-half-story family room framed

    Kathryn Bates Compass Connecticut, LLC

    528 Round Hill Rd, Greenwich, CT 06831
  • 11 Dogwood Ln, Westport, CT 06880
    11 Dogwood Ln, Westport, CT 06880
    11 Dogwood Ln, Westport, CT 06880
    /7

    $10,650,000 New Construction

    • 6 Beds
    • 8 Baths
    • 9,100 Sq Ft

    11 Dogwood Ln, Westport, CT 06880

    Another extraordinary masterpiece by Coastal Luxury Homes, ideally situated in one of Westport's premier neighborhoods. Spanning over 9000 square feet of living space this 6 bedroom estate is defined by bold architectural lines, chic designer interiors, expansive balconies and seamless indoor-outdoor living. A resort caliber pool, fully equipped outdoor kitchen, and lush manicured grounds

    Jen Kass Higgins Group Bedford Square

    11 Dogwood Ln, Westport, CT 06880
  • 23 Heritage Rd, East Lyme, CT 06333
    23 Heritage Rd, East Lyme, CT 06333
    23 Heritage Rd, East Lyme, CT 06333
    /24

    $2,100,000 New Construction

    • 5 Beds
    • 3 Baths
    • 3,696 Sq Ft

    23 Heritage Rd, East Lyme, CT 06333

    Construction is underway! Situated on a point on serene Pattagansett Lake, this five bedroom, three-bathroom home offers a luxurious and modern living experience. Secluded in a private 3 home enclave each sitting on approximately 1.5 acres. The open concept living, dining, and kitchen areas feature high-end finishes, including hardwood floors, sleek cabinetry, and high-end appliances. Large

    Justin Bradley Coldwell Banker Realty

    23 Heritage Rd, East Lyme, CT 06333
  • 14 Owenoke Park, Westport, CT 06880
    14 Owenoke Park, Westport, CT 06880
    14 Owenoke Park, Westport, CT 06880
    /6

    $11,795,000 New Construction

    • 5 Beds
    • 7 Baths
    • 6,050 Sq Ft

    14 Owenoke Park, Westport, CT 06880

    Ready for SUMMER 2026! Bluewater Home's newest luxury creation is close to completion. This 6050 sqft 5BR/3Car garage designed home with private yard, pool with spa, pond & LI sound views and walking distance to Compo Beach offers privacy and multiple balconies and indoor/outdoor spaces. Oversized rooms and expansive kitchen with double islands, scullery kitchen, elevator and private primary

    Deirdre Andreoli Compass Connecticut, LLC

    14 Owenoke Park, Westport, CT 06880
  • 6 Holly Ridge Way Dr Unit Lot 81, Danbury, CT 06810
    6 Holly Ridge Way Dr Unit Lot 81, Danbury, CT 06810
    6 Holly Ridge Way Dr Unit Lot 81, Danbury, CT 06810
    /19

    $899,000 New Construction

    • 2 Beds
    • 2 Baths
    • 1,948 Sq Ft

    6 Holly Ridge Way Dr Unit Lot 81, Danbury, CT 06810

    As the only opportunity offering new single-family homes with resort-style amenities-the beautifully designed Jaffrey home delivers comfort, convenience, and effortless living in a welcoming 55+ setting. A tray-ceiling foyer leads past a flexible living space into the open casual dining area and spacious great room, ideal for both everyday living and entertaining. The kitchen is thoughtfully

    Noelle Hickey Thomas Jacovino

    6 Holly Ridge Way Dr Unit Lot 81, Danbury, CT 06810
  • 5 Walden Ct Unit Lot 54, Danbury, CT 06810
    5 Walden Ct Unit Lot 54, Danbury, CT 06810
    5 Walden Ct Unit Lot 54, Danbury, CT 06810
    /8

    $814,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,466 Sq Ft

    5 Walden Ct Unit Lot 54, Danbury, CT 06810

    At the heart of the Hawthorne home, the open main level creates a warm and inviting environment for everyday living and entertaining. The L-shaped kitchen flows seamlessly into the expansive two-story great room, where natural light fills the space and gatherings feel effortless-from casual brunches with neighbors to holiday celebrations with loved ones. This open design encourages connection

    Noelle Hickey Thomas Jacovino

    5 Walden Ct Unit Lot 54, Danbury, CT 06810

Showing Results 481 - 520, Page 13 of 15

Connecticut

Homes for Sale with Private Pool in Connecticut

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group