Fairfield County, Connecticut Land For Sale (28 results)

Experience the pinnacle of luxury living in this exceptional 4,600 sq ft, 5-bedroom home, ideally located in highly sought-after Old Hill. Perfectly positioned on a pristine 1-acre lot, this stunning home offers a rare "walk-to-everything" lifestyle-just steps from shopping, top-rated restaurants, and Earthplace. Designed for both elegant entertaining and everyday comfort, the home features an open-concept floor plan enhanced by timeless architectural details and modern upgrades. Sun-drenched living spaces on the main level include a gourmet kitchen, formal living room, dining area, family room, office, and a versatile pool cabana or fitness room-all seamlessly opening to an expansive patio for effortless indoor-outdoor living. Two first-floor ensuite bedrooms provide flexible accommodations. Upstairs, the luxurious primary offers a private retreat, complemented by a large playroom, laundry room, and two additional bedrooms with a shared bath-creating a versatile layout. The resort-style outdoor setting is equally impressive, featuring a gunite pool with spa, pergola, fire pit, outdoor grill area, vegetable garden, and a fully integrated lighting and sound system. Mature, century-old trees, curated specimen plantings, and extensive stonework create a private, park-like oasis. For the buyer seeking privacy while being near all the amenities that Westport has to offer, this extraordinary property combines classic elegance, modern amenities, and an unbeatable location.

Sensational resort-style amenities enhance this architecturally stunning six-bedroom Colonial on 2.29 level acres with pool, pool house, outdoor Kalamazoo kitchen, screened-in porch with heaters, sandbox and garden near schools, shops and trains. Built in 2014, the luxurious interior features wood floors, high coffered ceilings and four fireplaces. Three finished levels reveal chef's kitchen opens to breakfast, family room with fireplace, elegant formal rooms, office, sumptuous primary suite and lower level media/game rooms, wine room, bedroom and full bath. Outdoor kitchen boasts pizza oven, kegerators, smoker, grill and pool house with kitchenette, half bath, outdoor shower, loft. With attached three-car garage. Ideal corner lot with fenced-in backyard (Add'l 860 in PH & 1227 in LL sqft)

Exquisitely renovated Cotswold-style manor on a private road, blending timeless charm with modern elegance. Set on two serene, landscaped acres overlooking Horseneck Brook, this home offers tranquility and understated sophistication. A gourmet kitchen anchors the home with high-end finishes and seamless flow for everyday living and entertaining. French doors from the living, dining, and kitchen areas open to an expansive terrace, while a stunning great room with soaring ceilings sits just beyond. The walk-out lower level features a versatile family room. Outdoors, enjoy a beautifully designed in-ground pool and picturesque grounds. Upstairs includes a refined primary suite, 5 bedrooms, and 4 baths. Complete with a 3-car garage, this is a rare and remarkable offering in a coveted location.

Iconic Georgian Manor. A rare offering of architectural significance, this distinguished 1922 Georgian Colonial is set on 1.88 acres of level, park-like grounds in a desirable Fairfield enclave. Encompassing over 10,000 square feet, this 6-bedroom estate seamlessly blends historic grandeur with elevated, modern living. A stately presence is immediately felt through classic Georgian symmetry, framed by elegant columns and enhanced by exquisite millwork, intricate moldings, and timeless architectural detailing throughout. Inside, a series of beautifully scaled rooms unfold, each more impressive than the next, including a refined library, private office, sun-drenched solarium, and multiple formal and informal living spaces anchored by seven fireplaces, creating warmth and character at every turn. At the heart of the home, a true chef's kitchen is designed for both everyday living and elevated entertaining, seamlessly connecting to expansive interior and exterior gathering spaces. The grounds are nothing short of resort-caliber, featuring an oversized pool, tennis court, and sweeping lawns that create a sense of total privacy and escape. A fully equipped guest house with gym and sauna offers exceptional flexibility, ideal for extended stays, a wellness retreat, or a private art or music studio. Offered fully furnished, the home is further elevated by beautifully curated furnishings that complement its architectural character and refined aesthetic, creating a seamless

Set on a beautifully landscaped 1+ acre lot in sought-after Tashua, this exceptional custom-built colonial offers over $300K in recent upgrades and a rare opportunity to enjoy resort-style living. Located in a neighborhood of spacious, high-end homes, this property offers a peaceful, low-traffic setting with multiple cul-de-sacs. The outdoor setting is a standout-featuring a stunning pool, year-round spa, expansive patio, and multiple entertaining areas, all designed for effortless indoor-outdoor living. Car enthusiasts will appreciate the 3-car garage, fully remodeled and enhanced with a premium epoxy flooring, along with all-new garage doors. The spacious kitchen features abundant cabinetry, granite counters, Sub-Zero, gas cooktop, double wall ovens, and pantry-all overlooking the private backyard oasis. A casual dining area opens directly to the deck with a retractable awning. Elegant formal living with gas fireplace and dining room provide refined gathering places while the family room offers a wet bar and second gas fireplace for relaxed evenings. The impressive two-story foyer leads to a fully remodeled office, updated powder room, and generous closet space. Upstairs, a gorgeous balcony overlooks the foyer and leads to the primary suite with cathedral ceilings, dual walk-in closets, and a beautifully updated bath. Three additional bedrooms include one with a new, luxurious en-suite bath plus a newer full bath with double sinks and quartz counters.

Location, space and timeless design come together in this beautiful 5 Bedroom Colonial set on 1.48 acres in one of Southport's most desirable neighborhoods. This home offers the ideal balance of privacy and convenience. hardwood floors, custom moldings, and a coffered ceiling highlight the inviting main level. The Family Room with 9-foot ceilings and a gas fireplace opens to the Eat-In-Kitchen featuring a large center island, granite countertops, and stainless steel appliances - ideal for everyday living and entertaining. A formal Dining Room with raised paneling and a gracious Living Room with fireplace create elegant gathering spaces. Upstairs, the Primary Bedroom Suite offers cathedral ceiling, gas fireplace, Dressing Room, Full Bath. Four additional Bedrooms, Hall Bath and convenient 2nd floor Laundry complete the upper level. The screened porch overlooks a private backyard, perfect for relaxing or entertaining. A rare Southport Gem!

Welcome to this beautifully maintained home nestled on a quiet cul-de-sac in the sought-after Timber Springs neighborhood of New Fairfield! Set on a private 2-acre lot with a welcoming circular driveway, this spacious residence offers updated living spaces perfect for today's lifestyle. The inviting family room features a cozy pellet stove, while the modern kitchen and baths provide comfort and style. Enjoy the peace and tranquility of your surroundings, with mature trees and plenty of outdoor space for relaxation or entertaining. This home is ideally located just minutes from the town center, top-rated schools, shopping, and dining. Experience all that New Fairfield has to offer, including year-round recreation at Candlewood Lake, nearby ponds, and scenic hiking trails. Commuters will appreciate the easy access to major highways, making travel convenient while still enjoying a serene, private setting. Don't miss your chance to own this move-in ready home in one of New Fairfield's most desirable neighborhoods. Come make it your own!

Welcome to 68 Longview Rd in Monroe! This 4-bedroom, 2.5-bath colonial invites you into a seamless flow of living spaces through wide open doorways. From a sunlit (South facing) front porch perfect for unwinding to an open-concept kitchen and family room where daily life naturally gathers, the living space is wonderful. Upstairs, the primary suite offers a walk-in closet and dressing area, 3 additional bedrooms, and one full bathroom. The lower-level walkout-with its own bathroom and separate entrance-holds in-law suite potential or grown children returned home potential! And that front yard is begging for and just waiting for ball games or fun gatherings! With Monroe's Wolfe Park and pool, local dining and shopping, Whitney Farms golf course and top-rated schools just around the corner, this home is where both comfort and community thrive.

Immediate occupancy. This custom contemporary home with over 3200 sq ft, set on a beautiful 2.43 level lot, blends open design with exceptional craftsmanship and attention to detail throughout. Built by a highly respected builder known for quality workmanship, this residence offers the perfect balance of style, comfort, and functionality. Step inside to discover 9-foot ceilings and a bright, open floor plan designed for modern living and effortless entertaining. The custom kitchen is a true centerpiece, featuring high-end appliances, premium materials, and thoughtful finishes that elevate both everyday living and special gatherings. The home offers 4 spacious bedrooms, each with custom closets, and 3 full bathrooms, including a spa-like primary suite complete with a stall shower and luxurious soaking tub-your own private retreat. Great room has a fireplace with custom built ins,& sliders to private concrete patio. Quality trim and detailed moldings add elegance throughout the home. Expansive, level property, offering ample room for a pool, tennis court, or future outdoor oasis. Additional highlights include a whole-house generator, paved driveway, and a heated 2-car garage with an EV charger and hot and cold water access. Plus a new Storage shed. This exceptional property combines quality construction, refined finishes, and generous outdoor space to create a truly outstanding place to call home. Conveniently located near I-84 and Rt 25, easy commute to New York or down county

This striking architectural design meets refined luxury in a meticulously crafted 9,700+/- sq ft, 6-bedroom, 6 full, & 3 half bath new residence. Showcasing the collaborative excellence of AR Luxury Homes w/ interior design by Mary Beth Woods & architectural vision by Donald William Fairbanks, this exceptional property represents the pinnacle of modern sophistication w/ premium finishes, contemporary design elements & sun-drenched living spaces. Soaring 10-foot ceilings on the first floor, expansive floor to ceiling windows, open flexible floorplan, & grand-scale rooms set the tone for luxury. The chef's kitchen that flows seamlessly into the great room is the heart of the home, featuring professional-grade appliances, custom cabinetry, & refined finishes. Upstairs, a decadent primary retreat offers a relaxing seating area & serene spa-like bathroom, w/ 4 additional spacious bedrooms, each w/ en-suite baths. Finished on 4 levels, including a walkout lower level w/ additional bedroom, full bathroom, exercise room, & expansive rec space. Designed for indoor & outdoor entertaining, the beautiful level 1 acre property features areas to relax & play w/ a heated 20x 40 swimming pool w/ automatic cover. The home has space for an elevator & includes an automatic generator. Located in a desirable Coleytown neighborhood, 21 Warnock offers proximity to Westport's top-rated schools, vibrant downtown area, and stunning beaches.

Black Dog Farm, owned by artist Elaine Voghelle, an exceptional estate offering a refined storybook ambiance. The fully restored 1803 Antique Eyebrow Colonial Farmhouse is set on 4.6 acres of prime land along the Appalachian Trail. Renovations throughout the home are executed to the highest standard. The property includes several substantial outbuildings, including a three-level cottage, a two-car detached garage, a sauna and spa room, Tabacco Barn & an expansive horse barn with fully operational paddocks complete with water and electricity. The artist's extraordinary vision brings the estate to life, creating a museum-quality residence that embodies elegance and sophistication. Rare materials and uncompromising attention to detail are evident throughout, including white oak hardwood floors sourced from MOMA, custom handmade mahogany windows fitted with imported wavy German glass, and advanced argon gas insulation. The chef's kitchen is thoughtfully designed with gnarled brass pulls, leathered limestone marble countertops, and a handmade, hand-painted tile backsplash. The retreat was constructed using Pennsylvania Lichen Stone, with stone walls and pillars carefully built to replicate the craftsmanship of centuries past. Bronze metal seamed-heated roofs, snow guards, and cupolas crown each structure, providing both durability and architectural distinction. The grounds are beautifully landscaped with rows of English dwarf boxwoods.

Perfectly positioned, high above Candlewood Lake, this stunning property offers panoramic water views. 11 Hillcrest balances timeless style with modern convenience, letting the lake views take center stage. Inside, walls of glass frame the horizon while luxury finishes complete the experience: a quartzite kitchen with Thermador appliances, spa-inspired baths with heated floors and Toto bidets, and wide-plank wood and slate flooring throughout. Smart-home systems, Sonos whole house audio, solid core doors, LED lighting, and advanced water filtration deliver effortless comfort. Step outside to 1,300 sq ft of stone hardscape overlooking the lake. Enjoy a drink around your built-in firepit while you entertain friends and family on your professionally landscaped grounds with perfectly thought-out uplighting, a rose garden, and more. A rare chance to own a turn-key home with jaw-dropping views, unmatched privacy, and enduring quality.

Private & tucked away on the Stamford/New Canaan border, you'll find this enchanting contemporary home perfectly blended with its rich natural landscape. An effortless flow of sun-filled rooms welcome the outdoor scenery and are comfortable and functional for every-day living and also - spectacular entertaining! Beautiful, high-quality updates include the stunning kitchen featuring modern Downsview cabinetry, granite countertops, top-shelf appliances and glass accents. The positively indulgent, spa-inspired primary bath blends nature and luxury with designer tile, expansive shower, soaking tub + towel warmers. Newer windows, hardwood flooring, 2-fireplaces, skylights, a flexible sunroom and high ceilings name a few standout features, along with a deluxe primary suite, featuring separate dressing area. You'll also delight in the accommodating family room, offering a wet-bar, wood-burning stove and access to the idyllic outdoor spaces. An oversized heated lap pool/spa provides outdoor enjoyment, while other gardening spots, including the entertainer's deck and babbling brook complete the postcard setting. A 2-car garage, well-equipped workshop, newer systems and excellent maintenance add to the ease of living here.

Beautifully rebuilt 4,058 SF Storybook Colonial Cape set on 3, level acres along a peaceful Easton road. Framed by classic Connecticut stone walls and set well back from the street, this 5-bedroom home offers exceptional privacy while blending timeless New England charm with a modern, functional layout. Hardwood floors run throughout the sun-filled interior. Formal dining room and oversized living room each feature striking fieldstone fireplaces, custom built-ins, and a dramatic wall of French doors spanning the back of the home, filling the space with natural light and opening to an expansive terrace for seamless indoor/outdoor living and entertaining. Eat-in kitchen offers granite countertops, quality cabinetry, center island seating, and a bright breakfast nook with direct patio access. Flexible family room provides ideal space for a home office, gym, or media room. Main-level primary suite is a private retreat with French doors to its own patio and generous closet space. Attached garage connects to a mudroom, laundry room, and powder room for everyday convenience. Upstairs are four spacious bedrooms, including an additional ensuite and multiple walk-in closets. Level property features mature landscaping, open lawn, storage shed, and room for a pool-creating endless outdoor possibilities. Ideally located just minutes to Staples Elementary, Helen Keller Middle School, Joel Barlow High School, Easton Library, Town Hall, and Trout Brook Valley Preserve's 800 acres of trails.

Updated: accessibility has been vastly enhanced! Thank you to all for your patience. Priced to sell! Some photos have been emptied via AI. Do not miss your opportunity on this beautifully crafted Williamsburg reproduction colonial. Additional features include crown molding, Vermont slate, and charming brick and cedar accents. Set on a serene 2-acre, partially wooded lot, this home provides exceptional privacy, mature trees, and a spacious garden filled with fresh berries and roses that won't take much to bring back to it's glory. Step inside to an expansive great room, perfect for gatherings around a gorgeous fireplace. Screened-in porch and blue stone patio-ideal for outdoor entertaining. Onto the kitchen that features granite countertops, a newer induction cooktop, built-in oven, microwave, dishwasher, and a stunning brick accent wall. The home's thoughtful layout even includes a private office with French doors on the main level. Upstairs, the home offers a large primary bedroom with a full bath and walk-in closet, along with three additional other bedrooms. Laundry is also on the upper level and while the home has central air for year-round comfort. The great room has an additional split as the owner enjoyed very cool temperatures on hot summer days. Even more room still, the partially finished lower level spans the full footprint of the home and provides endless possibilities.-playroom, media room, gym, or hobby workshop.

Another Day in Paradise! Timeless grandeur, architectural mastery, and opportunity define this exceptional plantation-style colonial set on 39.23 acres bordered by 100+ acres of protected forestland-a rare opportunity for stately country living in a singular setting. For the sportsman, pristine woodlands and abundant wildlife offer boundless opportunities for hunting, hiking, and connecting with nature. The residence-a nod to Antebellum architecture-presents grand columns, symmetrical facades, a 97-foot wraparound veranda, and ornate interior design. Every detail has been thoughtfully curated for comfort and quality. Your journey begins with the breathtaking grand foyer flanked by dual staircases and crowned by a soaring domed ceiling artfully decorated with colorful rosettes. Exemplary features include seven fireplaces, an elegant banquet-worthy formal dining room, a chef's kitchen with top-grade appliances, a spacious fireplaced breakfast room, a dazzling sun-filled family room, and two home offices. The exquisite primary suite is a luxurious haven featuring its own artfully adorned domed ceiling, sitting room, and wall-of-glass French doors open to a private balcony with views of the in-ground pool and woodlands. The sumptuous marble bath is a spa-like sanctuary. An invaluable addition to this amazing property is the finished studio over the six-car drive-through garage providing flexible living space. All this and so much more awaits in this extraordinary estate!

INVESTORS WANTED: Property is rented for $7,500 per month and lease will expire on April 15, 2026. You can Buy now and collect ReNT. Sub division Possibility.4.8 Acre lot. Located in an area where it is 2 Acre Zoning. You can buy, split and sell off either lot. If you buy @ full price with 20 per cent down, You can have POSITIVE CASH FLOW! or you can Make an Offer and take possession when house is Vacated. OWN A PIECE OF HISTORY! A 3D Tour is available for complete viewing. Updated and fully painted Inside and Out. There are THREE full floors (Third floor is not an attic and has tall ceilings. with 10 rooms and 4 Bedrooms | 2.5 Baths | 2,803 Sq Ft + Walk-Out Lower Level that can be easily finished | 4.81 Acres. Historic Antique Colonial in South Wilton. If you were thinking about spending money on Private Education you can save money because I heard that Wilton has One of the best Public School systems in the country. Known as the historic "James Benedict" house, this central chimney (5 fireplaces : 3 gas and 2 wood burning) 3-story, post and beam construction residence is one of the more notable and better-preserved 18th century dwellings in town. All electrical fixtures have been updated with LED lighting. Three bathrooms updated. Plumbing fixtures, cabinet handles, door locks and most lighting fixtures are primarily Brushed Gold. New back splash. Wide plank floors were refinished.

Welcome to 260 Willow Street-where timeless design meets modern luxury. Thoughtfully reimagined and meticulously executed, this exceptional Southport Village residence embodies architectural refinement and effortless elegance. Renowned architect Christopher Pagliaro's philosophy of "addition by subtraction" is evident throughout, resulting in a home that is both sophisticated and serene. Every space has been curated with an uncompromising attention to detail-from custom millwork to premium finishes-creating an environment that is as functional as it is beautiful. Set on one of the most coveted streets in Southport, this property offers the perfect balance of privacy and proximity. Just a short stroll to the harbor and Long Island Sound, the setting recalls the charm of Nantucket or the Hamptons while retaining the unmistakable character of Southport. The transformation of the entire estate-including the main house, guest house, pool, and pool house-is nothing short of remarkable. The extensive list of upgrades and enhancements is too comprehensive to list here; this is a home that must be seen to be fully appreciated. Experience 260 Willow Street-a residence that invites you to live beautifully, entertain effortlessly, and enjoy the best of coastal village life.

After 40 years, this gracious split-level ranch on over two private acres is ready for its next chapter. With a versatile floor plan that lives like a five-bedroom home plus office, it offers exceptional flexibility for empty nesters seeking a main-level primary suite or families in need of generous space. The expansive living room, anchored by a brick wood-burning fireplace, flows into the dining room with sliders to an oversized deck-ideal for indoor-outdoor entertaining. A half-flight up is a private wing with two bedrooms and a full bath with new LVP flooring, well suited for guests or extended family. The lower level features a large recreation room with direct access to the private backyard, adding even more space to relax, work, or play. Recent improvements include freshly painted interior and exterior, refinished hardwood floors, a new roof, and new hot water heater-reflecting the pride of ownership throughout. A rare opportunity to make your mark in Westover, one of Stamford's most sought-after neighborhoods.

New Construction, just started this Farmhouse/Colonial with 4800 square feet. This Open Floor plan offer a two-story entry Foyer with a formal Dining Room and Living Room on either side. A modern open Kitchen with center island and informal dining area that flows into the Family Room with gas fireplace. Upstairs, the Primary Bedroom suite is generous, complete with a luxurious Closet space and an elegant Bath. Three additional Bedrooms two full Baths and a convenient second floor Laundry Room. extra space available on the third floor and walk-out basement, all this on 2 acres convenient location close to Town center and Train.

A standout opportunity for builders seeking a fast, high-return project. These two contiguous parcels at 76 and 78 Candle Hill Road offer over 2 acres of flat, buildable land in one of New Fairfield's most desirable Candlewood Lake neighborhoods. The terrain is unusually level for the area, making site work straightforward and cost-efficient-an immediate advantage for any builder looking to move quickly from planning to construction. The lots residentially zoned, and positioned in an established community where new homes consistently draw strong interest. With two side-by-side parcels, the development potential is exceptional: build two highly marketable homes or design one impressive estate. The location adds even more value, offering quick access to Candlewood Lake, town amenities, schools, and the New York border-ideal for attracting both local and out-of-state buyers. Flat land, a prime neighborhood, and rare dual-lot availability make this a project that checks every box for speed, efficiency, and resale potential. Whether you're a builder, investor, or a future homeowner envisioning a custom retreat, these parcels offer a versatile and valuable canvas in a sought-after community. **(Please note: 76 Candle Hill Rd MLS#24151148 and 78 Candle Hill Rd MLS#24151152)

Welcome to a truly exceptional New Canaan architectural masterpiece built in 2004, nestled on a majestic private lane occupied by only 6 estates, enveloped by serene forests and 48 acres of reservoir conservancy. This picturesque estate offers a tranquil escape and sense of openness with intricate millwork and wainscoting adorning every corner, 9 to 12-foot ceilings on every level and sun-drenched spaces throughout. Spanning over 11,000 square feet, with an additional 4,000SF+ lower level, with 6 bedrooms, 7.2 baths on 4.7 acres with room to add a custom pool, step inside to discover a seamless blend of ultimate privacy and modern luxuries throughout 4 finished levels. Immerse yourself in the serenity just 5 minutes to downtown New Canaan and an hour to NYC, where luxury and tranquility converge in perfect harmony.

Welcome to a truly exceptional New Canaan architectural masterpiece built in 2004, nestled on a majestic private lane occupied by only 6 estates, enveloped by serene forests and 48 acres of reservoir conservancy. This picturesque estate offers a tranquil escape and sense of openness with intricate millwork and wainscoting adorning every corner, 9 to 12-foot ceilings on every level and sun-drenched spaces throughout. Spanning over 11,000 square feet, with an additional 4,000SF+ lower level, with 6 bedrooms, 7.2 baths on 4.7 acres with room to add a custom pool, step inside to discover a seamless blend of ultimate privacy and modern luxuries throughout 4 finished levels. Immerse yourself in the serenity just 5 minutes to downtown New Canaan and an hour to NYC, where luxury and tranquility converge in perfect harmony.

Location, location, location! This stunning stone colonial sits on 2 park like acres just minutes from downtown Greenwich. With over 9,000 sq ft of beautiful living space, this 6-bedroom, 6.5-bath home offers graciously scaled rooms and an exceptional floor plan. The luxurious primary suite features a fireplace, dual bathrooms, and walk-in closets. Enjoy the spacious playroom over the garage, a finished lower level with a gym, media room, and wine cellar, plus a pool set amid beautiful landscaped grounds.

A standout opportunity for builders seeking a fast, high-return project. These two contiguous parcels at 76 and 78 Candle Hill Road offer over 2 acres of flat, buildable land in one of New Fairfield's most desirable Candlewood Lake neighborhoods. The terrain is unusually level for the area, making site work straightforward and cost-efficient-an immediate advantage for any builder looking to move quickly from planning to construction. The lots residentially zoned, and positioned in an established community where new homes consistently draw strong interest. With two side-by-side parcels, the development potential is exceptional: build two highly marketable homes or design one impressive estate. The location adds even more value, offering quick access to Candlewood Lake, town amenities, schools, and the New York border-ideal for attracting both local and out-of-state buyers. Flat land, a prime neighborhood, and rare dual-lot availability make this a project that checks every box for speed, efficiency, and resale potential. Whether you're a builder, investor, or a future homeowner envisioning a custom retreat, these parcels offer a versatile and valuable canvas in a sought-after community. **(Please note: 76 Candle Hill Rd MLS#24151148 and 78 Candle Hill Rd MLS#24151152)