Fairfield County, Connecticut Land For Sale (57 results)
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AcreValue offers multiple types of land for sale in Fairfield County, so if you’re looking for a new ranch, farm, recreational property, hunting ground, developmental property, or land investment you’ve come to the right place. Regardless of what your needs or objectives are for your land, we have a large inventory of available parcels that are updated regularly. Therefore, it’s very likely that we have the perfect parcel that meets all the search criteria & specifications that you’ve been searching for. Additionally, because our land for sale listings are always being updated due to the frequency of land being sold or new land listings being put on the market, make sure that you are checking back with AcreValue regularly for updates. When you find the perfect land parcel and you are ready to take the next steps you can easily connect directly with the listing agent to help you facilitate your land purchase. Browse AcreValue's Connecticut land for sale page to find more potential opportunities in Connecticut that fit your needs. We wish you the best of luck in finding your next ranch, farm, recreational property, hunting ground, developmental property, or land investment.
06/19/2026
$1,299,000
2.04 ac.
ACTIVE
Fairfield County - 181 Georgetown Road, Weston, CT
Welcome to 181 Georgetown Road, a timeless Weston antique dating back to 1820 that beautifully blends historic character with modern comfort. Rich in period charm and thoughtfully updated for today's lifestyle, this inviting 4/5-bedroom, 3.5-bath residence offers nearly 3,000 square feet of living space set amidst picturesque grounds designed for year-round enjoyment. Inside, original architectural details and warm, welcoming spaces reflect the home's historic roots, while thoughtful updates provide modern convenience. Three renovated baths seamlessly combine classic style with contemporary finishes, while spacious living and entertaining areas offer flexibility for everyday living, gatherings with friends, and special occasions. Outdoor living is equally impressive. A spectacular solar-heated pool creates a private summer retreat, surrounded by mature landscaping and expansive grounds that enhance the property's peaceful setting. The barn is a standout feature, offering exceptional versatility with two-car garage parking, abundant storage, and exciting future potential for a finished second-floor loft, studio, office, gym, or guest space. Ideally located just minutes from the Cannondale train station for convenient access to New York City, as well as nearby shopping, dining, and local amenities, this special property offers the rare opportunity to enjoy the character and craftsmanship of a historic home while benefiting from updates that support modern living.
06/19/2026
$4,350,000
1.43 ac.
ACTIVE
Fairfield County - 1 Oak Drive, New Fairfield, CT
Welcome to lakefront living at its finest on Candlewood Lake. Set on a private, level waterfront lot with over 200f of shoreline, this exceptional 3-bed home offers breathtaking panoramic views and more than 6,000sf of living space in one of the lake's most coveted settings. Designed for comfortable living and entertaining, the spacious main level flows seamlessly from inviting living and family rooms into an open kitchen and dining area. Generously sized rooms throughout provide comfort and flexibility, while every room in the home enjoys stunning water views, creating an extraordinary connection to the lake. The lower level offers additional living space ideal for guests, fitness, hobbies, or entertaining, with direct access to the outdoor living areas and waterfront. Outside, professionally landscaped gardens frame the property and create a beautiful backdrop for lakeside living. Relax on the patios, enjoy the private dock, or simply take in the ever-changing scenery. The level shoreline provides effortless access to the water, a rare and highly sought-after feature on Candlewood Lake. Just 75 miles from Manhattan, this remarkable property offers the perfect balance of peaceful waterfront living and convenient access to New York City. A detached garage with bonus space above provides additional storage and flexibility. Located in the sought-after Hollywyle community, this is more than a home-it's a rare opportunity to experience the very best of Candlewood Lake.
05/24/2026
$1,499,000
4 ac.
ACTIVE
Fairfield County - 29 Greenleaf Farms Road, Newtown, CT
Set privately on one of Newtown, Connecticut's most sought-after streets, 29 Greenleaf Farms Road delivers a refined luxury lifestyle with exceptional indoor and outdoor living. Thoughtfully updated throughout, this impressive residence combines timeless craftsmanship with modern amenities designed for comfort, entertaining, and everyday elegance. The heart of the home features a stunning chef's kitchen appointed with premium Miele appliances, including a 36-inch refrigerator and matching 36-inch freezer positioned side-by-side for a seamless custom look. Natural light pours into the dramatic cathedral ceiling great room highlighted by skylights and an open, airy feel. A dedicated home office, wine cellar, and prep area for a future movie theater add flexibility and sophistication. The luxurious primary suite showcases a completely redesigned spa-inspired bath with whirlpool tub and oversized shower. Additional upgrades include all new Andersen windows, all new interior and exterior doors, and a brand new 30KW+ whole-house automatic generator system for peace of mind year-round. Outside, the property transforms into a private resort. Enjoy a newly built heated gunite pool with spa, expansive paver pool deck, outdoor kitchen, gazebo, basketball court, and playset. The walk-out finished basement opens directly to a beautiful paver patio, creating effortless indoor-outdoor flow ideal for entertaining. A 3-car garage and included pool table complete this extraordinary estate.
09/20/2025
$6,595,000
4.77 ac.
ACTIVE
Fairfield County - 62 Summersweet LN, New Canaan, CT
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.
05/23/2026
$7,893,000
16 ac.
ACTIVE
Fairfield County - 7 Equestrian Ridge, Newtown, CT
Commandingly sited above the Aspetuck River, this exceptional 9,600+ sq ft cut stone manor offers sweeping views of a 40 acre horse farm and an estate setting rarely available. A long, stately driveway sets a grand first impression, opening to a large courtyard framed by manicured boxwoods. As you enter the home, a grand hall and great room with a dramatic view of the outdoor waterfall establishes the scale and craftsmanship found throughout. The custom kitchen blends beauty and function with a SubZero armoire style refrigerator and freezer, double Viking gas range, and dual Fisher & Paykel dishwashers. A separate full caterer's kitchen-with additional refrigeration, dishwasher, and oven-supports effortless entertaining. Sun filled formal rooms, a richly detailed library, and a stunning river view sunroom showcase the home's craftsmanship. Wide plank cherry floors, solid cherry doors, and a custom wet bar with soapstone counters, built-in entertainment center, and tin ceiling add warmth and character. An elevator services all three levels. Six fireplaces, a walk-in wine room, and a media room with stadium seating elevate the lifestyle experience. A private caretaker/au pair apartment with its own entrance provides flexibility. With 6 garages, expansive lawns, and complete privacy-yet only 65 miles from NYC-this residence delivers an extraordinary blend of beauty and serenity.
03/24/2026
$1,299,900
1.03 ac.
ACTIVE
Fairfield County - 3 Crescent Lane, Trumbull, CT
Back on the market due to buyer's failure to secure financing! Hurry to see this beautiful and sophisticated colonial with pool in sought-after Tashua. This exceptional home offers a two-story entryway and 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, built-in grill, stone walls, 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 a 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.
06/19/2026
$4,450,000
1.17 ac.
ACTIVE
Fairfield County - 17 Kenilworth Terrace, Greenwich, CT
Extraordinary property. Exceptional location. A once-in-a- generation offering in one of Greenwich's most desirable in-town neighborhoods. Magnificently sited on 1.17 park-like acres along the sweeping curve of one Greenwich's most coveted cul-de-sacs, this custom-built residence offers an unparalleled combination of privacy, scale and convenience, just moments from top-rated schools, downtown Greenwich, fine dining, shopping, and Metro-North. Designed with timeless architecture and gracious proportions, this elegant six-bedroom, five-bath home showcases exceptional craftsmanship and remarkable flexibility for today's lifestyle. A distinctive feature is the private suite with its own driveway, entrance, and parking area--ideal for an in-law or nanny suite, home office, or multigenerational living. The breathtaking grounds are equally impressive, featuring sweeping lawns and an expansive, level backyard perfectly suited for entertaining, recreation, or future enhancements. An exceptional opportunity to own a legacy property where timeless elegance, extraordinary grounds and limitless potential converge in the heart of Greenwich.
06/13/2026
$699,000
1.57 ac.
ACTIVE
Fairfield County - 30 Portland Hill Road, Redding, CT
Welcome to this stunning 4-bedroom ranch home, nestled on 1.57 secluded acres while still being conveniently close to Georgetown Center, U. S. Route 7, and the train station. The main level features a cozy living room with a fireplace, a spacious kitchen with a dining area, and sliders that open to a large deck-perfect for outdoor entertaining. Enjoy the family room adorned with vaulted ceilings and skylights, along with three generous bedrooms, including a primary suite with a full bath. The lower level offers ample storage, a laundry area, and a versatile studio or in-law apartment complete with its own kitchen and laundry. Don't miss the detached 2-car garage, large parking area, potting shed, full house generator and garden to complete this beautiful property.
06/12/2026
$989,000
3.36 ac.
ACTIVE
Fairfield County - 399 N Park Avenue, Easton, CT
"Cedar Farm" Live Simply. Live Well. A truly rare offering-One of Easton's most beautiful and unique settings in recent years. Mature plantings, sculpted gardens and whimsical touches throughout create a setting that feels both magical and deeply personal. Set behind a gated entry, Cedar Farm is a private retreat featuring a charming home and exceptional grounds with a pool, pond, walking bridge, gazebo, and hidden meadow. The in-ground pool, with new equipment, is surrounded by lush privacy plantings and complemented by a pool house and private outdoor shower. Expansive decking, a stone firepit, and beautifully designed gardens enhance extraordinary outdoor living in every season. In winter, the pond transforms into your own private skating retreat making every season here truly special. Easy one-level living offers beautiful views from nearly every room, hardwood flooring and generous closet space throughout. A welcoming front porch leads to a warm interior, highlighted by a stunning living room with fireplace. Three generously sized bedrooms include a primary with a private screened-in porch, with swing, overlooking serene grounds & pool. Two beautifully renovated full baths enhance this wing. Off the kitchen,a family room or home office with cathedral ceilings, and interior/exterior access. Propane for stove & generator. A 2nd floor En-Suite addition is ideal for guests or office, while the partially finished Lower Level offers additional space. Endless possibilities.
05/26/2026
$7,926,000
2 ac.
ACTIVE
Fairfield County - 0 Clapboard Hill Road (New Build), Westport, CT
Set within Westport's most prestigious private estate enclave, surrounded by grand coastal estates and quintessential antique treasures, this exceptional Greens Farms 2+ acre* new construction offering is poised to become one of Fairfield County's most coveted addresses. Perfectly positioned, moments from beaches, downtown boutiques, vibrant dining scene, and just an express train to Manhattan, the property offers a rare blend of privacy, convenience, and timeless sophistication. Fully customizable and designed to fit your lifestyle and desired scale, this masterfully built residence will feature bespoke craftsmanship, rich stone, curated designer finishes, advanced smart home technology, and world-class amenities tailored entirely to your vision. Expansive grounds offer tranquil space for a private resort-style setting with endless possibilities for outdoor living and recreation. Walk the property with us and the Coastal Luxury Homes team and begin designing your dream estate.
02/03/2026
$3,900,000
4.6 ac.
ACTIVE
Fairfield County - 6 Hoyt Road, Sherman, CT
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.
05/28/2026
$2,275,000
1.52 ac.
ACTIVE
Fairfield County - 161 Sherwood Drive, Southport, CT
Enjoy the summer at 161 Sherwood Drive, a beautifully expanded and extensively updated residence located in the desirable Southport neighborhood. Offering approximately 3,679 square feet of thoughtfully designed living space, this home blends comfort, functionality, and inviting indoor-outdoor living in a private setting. The home features 4 spacious bedrooms, 4 full baths, and 1 half bath, including a sought-after first-floor primary bedroom suite that provides convenience and flexibility. The impressive great room serves as a standout feature, complete with a mahogany bar, stone fireplace, mounted TV area, and ample room for billiards and table games-creating an ideal setting for relaxing or hosting guests year-round. Designed for both everyday living and entertaining, the home showcases expansive gathering spaces filled with natural light. The screened-in porch extends the living space outdoors and provides a comfortable place to enjoy the surrounding private yard in multiple seasons. Outside, the in-ground pool and landscaped grounds create a peaceful retreat with space for entertaining, recreation, and outdoor dining. **962 sqft is the finished walk out lower level and included in total sqft.**
04/11/2026
$1,100,000
2.12 ac.
ACTIVE
Fairfield County - 7 Jet Brook Road, Newtown, CT
Welcome Home to 7 Jet Brook Road! This stunning, light-filled 4-BR, 3.5-BA home built in 2017 is beautifully situated on a private 2.12 acre lot in desirable Newtown. This meticulously maintained residence boasts gleaming hardwood floors and offers a thoughtful floor plan featuring a formal dining room with coffered ceilings, a separate living room, first floor home office or guest room and a large bright and inviting family room with recessed lighting and a beautiful gas fireplace. The chef's kitchen is perfect for entertaining as it has an expansive granite island, stainless steel appliances, tons of storage, includes a pantry and walks out to the back deck with a gas-grill hookup for effortless entertaining. First floor laundry room adds to the many conveniences in this home. Upstairs highlights include a primary suite with a tray ceiling adding to it's architectural drama, a walk-in closet, large en suite bathroom with tile shower, granite counters and a soaking tub with private views. Two more full baths add convenience to the remaining three bedrooms and second office or playroom option. The beautifully finished walk-out basement with extensive wood trim hosts a playroom and gym option and a large 3-car garage. Modern essentials like a whole-house generator, radon system, storage shed (added in 2021) make this home move-in ready and worry-free. Entertain in the evening outside on your maintenance free deck or around the fire pit!
06/01/2026
$699,900
1.08 ac.
ACTIVE
Fairfield County - 106 Greenwood Lane, Monroe, CT
Spacious 3 BR, 2 Full Bath 1 partial single-family home sitting on a gorgeous 1.08-acre lot in Monroe! Relax at home in the light & bright sunroom or on the expansive back deck with cabanas and an above ground pool. Enjoy your hobbies in the heated out building space currently used as a workshop or turn it into a pool house. Offering 2,379 sq. ft. of versatile living space, this 1971 classic features a large light-filled living room with a feature fireplace. Great layout with generous bedroom sizes, a 2 car attached garage, and plenty of storage space. Extra outdoor storage is available in the two sheds. The 806 sq. ft finished lower level boasts a playroom with a bar & a second fire place, office and laundry room. Enjoy the peace and quiet of a sprawling, tree-lined lot while remaining just moments from local shopping, dining, and Blue Ribbon award-winning schools. A fantastic value with endless potential-move right in or bring your custom design updates to make it your own!
06/06/2026
$1,650,000
1.01 ac.
ACTIVE
Fairfield County - 141 Canoe Brook Road, Trumbull, CT
Every day feels like a vacation at this waterfront contemporary on Canoe Brook Lake. Tucked into one of Trumbull's most unique lake communities, this exceptional property offers the rare opportunity to enjoy peaceful, motor-free lake living with your own private dock, where mornings begin with coffee overlooking the water and afternoons are spent kayaking, canoeing, fishing, or simply relaxing in nature. Inside, soaring ceilings, a dramatic floor-to-ceiling stone fireplace, and an impressive wall of windows showcase breathtaking lake views while filling the home with natural light. Currently offering 3 bedrooms, 2 full baths, 2 half baths, and approximately 3,300 square feet, the flexible floor plan includes a desirable first-floor primary suite. The home's expansion potential makes it equally exciting for large gatherings or multi-generational living. Over 600 square feet of unfinished heated and air-conditioned second-floor space offers the opportunity for additional bedrooms and bath(s), while more than 1,200 square feet of unfinished walkout lower-level space provides endless possibilities for recreation, fitness, guest accommodations, or additional living area. Combined, the home has the potential to exceed 5,000 square feet. Additional features include a whole-house generator for added peace of mind. Whether you're searching for a year-round residence or the perfect weekend escape, this is a rare opportunity to own a truly one-of-a-kind waterfront home with incredible l
06/03/2026
$775,000
4.04 ac.
ACTIVE
Fairfield County - 119 Staples Road, Easton, CT
Rare opportunity in the heart of Easton..... and we know paradise does exist, because it's right here at 119 Staples Road! Nestled 4+ private acres with stone walls and privacy, this special property abuts 158+ acres owned by Aquarion Water Company and stretching toward Black Rock Turnpike, creating an extraordinary backdrop of nature & tranquility. Freshly painted interior & exterior( 2026) and featuring a stunning eat-in designer kitchen with quartz countertops (2025), this light-filled home offers a flexible floor plan designed for today's lifestyle. The spacious layout is ideal for entertaining, with multiple gathering areas and seamless indoor-outdoor living. A private left wing features an extra large bedroom, additional bedroom or den, laundry area, and direct exterior access, making it ideal for guests, multigenerational living, or a home business. The right wing offers an additional bedroom plus a den or office, a beautifully remodeled and GORGEOUS bath, and sliders leading to a 40' fully resurfaced two-tier deck (2026) overlooking the picturesque grounds. Whether you need bedrooms, home offices, hobby space, or guest accommodations, this home adapts to your needs. Less than 1 mile from Greiser's Country Store and offering convenient access to the Merritt Parkway, this property combines the charm of country living with everyday convenience. A rare blend of privacy, flexibility, and natural beauty, this is your own private Easton retreat. HOME WARRANTY INCLUDED!
11/08/2025
$1,148,000
4.81 ac.
ACTIVE
Fairfield County - 332 Belden Hill Road, Wilton, CT
Welcome to the historic James Benedict House, one of Wilton's most notable and beautifully preserved 18th-century residences. This thoughtfully updated antique Colonial seamlessly blends timeless craftsmanship with modern convenience, offering 2,803 square feet across three full levels-including a true third floor with tall ceilings (not an attic)-plus a walk-out lower level ready to be finished. Set on an exceptional 4.81-acre property with a private pond, this rare offering provides unmatched privacy, scenic beauty, and the opportunity to create your own walking trails-all within one of South Wilton's most desirable locations. Property Highlights 4 Bedrooms | 2 Full Baths | 1 Half Bath 10 total rooms across three full levels True third floor with full ceiling height Walk-out lower level with finishing potential Central chimney with 5 fireplaces (3 gas, 2 wood-burning) Classic post-and-beam construction Refinished wide-plank hardwood floors Two staircases to the upper level Spacious eat-in kitchen Recent Upgrades & Enhancements Fully painted interior and exterior Updated bathrooms with modern finishes LED lighting throughout Brushed gold fixtures, hardware, and accents New backsplash Upgraded Decora-style switches and outlets (many with dimmers)
05/27/2026
$1,100,000
9.24 ac.
ACTIVE
Fairfield County - 3 Partridge Trail, Sherman, CT
Set back on a tranquil cul-de-sac enclave of prestigious Hubbell Mountain Farm North this 4 bedroom, 2.5 bath Custom Colonial offers the ultimate carefree lifestyle, blending modern elegance with vintage character. Situated on 9.24 level acres, the property boasts mature, colorful trees, sprawling stone walls, and an expansive composite deck with serene country views. Inside, an open floor plan features gleaming hardwood floors and an artistic flair throughout, French doors, and reproduction antique finishes. The heart of the home is the gourmet kitchen, complete with a center cherry top island, sun-drenched window seat, Viking stove, Sub Zero, and stainless appliances. It flows seamlessly into the elegant dining and family room area, highlighted by a custom, dual-sided smooth stone wood burning fireplace. A spacious living room, private home office, and powder room complete the main level. A spindle staircase leads upstairs to the primary sanctuary, featuring a walk-in closet and a luxurious marble bath with Edwardian-style console sinks and a soaking tub. Additional guest bedrooms offer generous closet space and ceiling fans, sharing a full bath that blends vintage architectural character with an airy aesthetic. A laundry room completes the upper level. Full walk-out lower level offers finishing potential and storage with 3 car garage. Equipped with a Generac generator. Just minutes to schools and Sherman Town Beach which is a town resident-only beach with pavilion.
03/01/2026
$8,880,000
2 ac.
ACTIVE
Fairfield County - 15 Vineyard Lane, Greenwich, CT
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.
04/21/2026
$649,999
2.44 ac.
ACTIVE
Fairfield County - 13 King Street, Danbury, CT
Welcome to this beautifully maintained Colonial nestled on a private, lightly wooded 2.43-acre lot in Danbury's desirable King St neighborhood. Built in 1999, this spacious home offers 2,108 sqft of living space plus an additional 1,020 sqft of finished basement, featuring 3 beds, a versatile office that can serve as a 4th bedroom (septic approved for 4 beds), 2 full baths, and 2 half baths across 9 thoughtfully appointed rooms. The finished basement, with interior & garage access, provides excellent additional living, recreation, or work-from-home space. A covered front porch, back deck, and garden area, make this serene, private lot ideal for outdoor entertaining. The attached 2-car garage and private paved driveway set the home comfortably back from the road. Central air and a cozy fireplace complete the picture of comfortable Connecticut living. Set in Danbury, Fairfield County's 3rd-largest city and one of Western Connecticut's most vibrant communities, this home strikes the perfect balance between suburban tranquility and urban accessibility. Approximately 50 miles northeast of NYC, Danbury offers easy access to Manhattan via Metro-North Railroad's Danbury Branch, which connects to the New Haven Line and Long Island Sound communities beyond. Multiple train options make Danbury a commuter-friendly destination, and for those who prefer the road, Manhattan is roughly 60 miles away. Add in a thriving community, and abundant shopping, medical facilities, dining, & parks.
05/13/2026
$899,900
1 ac.
ACTIVE
Fairfield County - 22 Round Ridge Trail, Trumbull, CT
Welcome home to 22 Round Ridge Trail - an inviting retreat nestled on a gorgeous, flat acre lot in the desirable Nichols neighborhood of Trumbull. Meticulously cared for by its second owners, this home features over 3,100 square feet of living space, 4/5 bedrooms and 2.5 baths, this Energy Star certified home truly has it all. Step inside to soaring 9-foot ceilings on the first floor, hardwood floors throughout & freshly painted interiors that feel bright & move-in ready. The beautifully remodeled kitchen features refinished cabinets with a professional lacquer finish, abundant storage, a new cooktop, wall oven & convection oven/microwave - a dream for any home chef. The spacious primary bedroom offers a peaceful sanctuary & just across the hall is a large, versatile room perfect as an office - or easily converted into a 5th bedroom or nursery. With 2 full & a half bath, morning routines are a breeze. Cozy up by the pellet stove on chilly evenings or step outside through the brand-new patio door (2026) to your own private backyard. The flat, expansive yard is a rare find - ideal for play, gardening or relaxing. The charming screened-in garden area features cedar raised garden beds perfect for growing fresh vegetables season after season. Perfectly situated in Nichols, enjoy a leisurely stroll to Pinewood Lake while top-rated schools, shopping & major commuter routes are all just minutes away. This is the one you've been waiting for - welcome home to 22 Round Ridge Trail.
05/07/2026
$2,650,000
2.04 ac.
ACTIVE
Fairfield County - 3007 Redding Road, Fairfield, CT
A gorgeous Farmhouse Colonial tucked away on 2+ picturesque acres & minutes to Fairfield & Westport town await. Natural beauty, brilliant architecture, craftmanship & updates combine to make this home a standout. Featuring 12 rooms flooded w/ light over 3 levels of living. Enjoy views of a serene fallow field, a gentle stream, wildlife & stunning seasonal changes from vibrant autumn colors to peaceful snow-covered landscapes. The living room fireplace provides a cozy focal point w/ oversize French doors that open to the patio creating an ideal setting for outdoor dining & hosting. The eat-in kitchen offers so much w/ dining area, island, pantry & state of the art appliances & guides you to the dining room, office, living room & study. Upstairs the beauty continues w/ 4 large bedrooms including the primary. The lower level expands the living space w/ a new mudroom, rec room, gym & half bath. Numerous updates throughout include a new lower level, flagstone patio, custom pantry w/ wine storage, upgraded laundry room w/ new washer, new window in en-suite & new Rubbermaid track system. Step outside to your patio featuring a built-in Weber BBQ & XL Big Green Egg, perfect for cooking enthusiasts. The exterior has been meticulously maintained w/ repainting, stone-accented walls, Belgium block-lined driveways & ongoing landscaping. A NE bridge adds character. The Patterson Club is a bike ride away. 3007 Redding Road is filled w/ light, space & lasting memories for its next chapter.
01/31/2026
$7,400,000
39.23 ac.
ACTIVE
Fairfield County - 63 Turney Road, Redding, CT
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!
04/21/2026
$1,149,900
2.01 ac.
ACTIVE
Fairfield County - 95 Pinto Lane, Monroe, CT
Welcome to 95 Pinto Lane in Monroe-a turnkey, custom-built luxury home set on 2 private acres in a quiet cul-de-sac within Hammertown Estates. Designed for those who work from home, commute to work, or enjoy a hybrid lifestyle, this residence offers both privacy and convenience with access to nearby train stations, I-95, and I-84, as well as highly regarded Blue Ribbon Schools, golf, and upscale dining. A dramatic 2-story foyer and sunlit breakfast area introduce an open, elegant layout ideal for everyday living and entertaining. The gourmet kitchen features a two-tier island, abundant cabinetry, and a butler's pantry/coffee bar, flowing into a two-story family room with fireplace. A private main-level office enhances work-from-home flexibility. Upstairs, 4 en-suite bedrooms include a luxurious primary suite with sitting area, spa-like bath, and dual vanities. The walk-out lower level offers a gym, recreation and billiards areas, and seamless access to a heated saltwater pool and outdoor entertaining spaces. Energy-efficient features include Hardie Board siding, propane heating, tankless water heater, and a whole-house generator. Additional highlights include 2 gas fireplaces, a built-in audio system extending outdoors, a 3-car garage, and a workshop-equipped shed.
04/04/2026
$2,595,000
3.92 ac.
ACTIVE
Fairfield County - 32 Steep Hill Road, Weston, CT
This restored, 6,100 sf-expanded 18th century antique commands a view of its 1.24 ac, brook-fed lake; expansive lawn; raised beds; and 450 ft. bleached stone driveway. Your vision--Big Tented Celebrations,Fabulous Local Tomatoes--is correct. The former NYC chef's professional kitchen, wet bar, and 2 eat-in dining areas are open to the 5 rooms that circle around this heartbeat, making large gatherings feel and taste delicious. The antique's original entrance to a home office + fireplace (cozy, authentic) complete the floor. The 2nd floor offers 4 secondary beds/baths, a superior primary suite, and has a 600-sf bonus room with its own entrance and full kitchen. Generous third-level space fronted by a viewing balcony becomes the game/exercise/screening room you choose. Windows are featured everywhere, in particular note the sunroom array and the sitting room's 28ft of windowed walls. The separate 1,100 sf, 1-2 BR COTTAGE has had just 4 long-term tenants in the owners' 28 years. The COTTAGE rental income and tax/financial advantages make your net purchase price and occupancy exceedingly comfortable. The owner has prepared for final approvals a survey,building plans, and rendering package of a pool and surrounding deck connected to the home's 500sf front terrace. The buyer wishing the design can move forward with confidence in the sellers' careful efforts. A 2025, 95% efficient,state-of-the art, Navien natural gas boiler and HW installation has proven to be a gas bill slayer.
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