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2 Pond View Ln, Sherman
$2,333,333
5 Beds ⋅ 5 Baths ⋅ 24177737 MLS
Custom Dream home that blends modern luxury, comfort and peaceful living. Nestled in a beautiful 18-hole golf course community, this stunning better than new home offers spacious open living, abundant natural light and thoughtfully designed details throughout. From the moment you enter you'll notice the airy layout, oversized windows, 10ft ceilings and seamless flow. The heart of the home features a beautifully appointed kitchen with generous workspace, custom cabinets and finishes with all high-end appliances. This home includes many upgraded systems including whole house generator, whole house water and air filtration systems, water softener and so much more. Upstairs has 4 spacious bedrooms with 3 large bathrooms and laundry room. Primary bedroom is absolute magic... with large balcony overlooking the course and pond. Massive bathroom suite with spa like details including jacuzzi tub and walk in rain shower with 3 shower heads!! His and hers walk in closets with plenty of built ins. Exercise room/bedroom, has new Tonal exercise system that stays with the house. Basement is walk-out and fully finished with full bar, living area, dining area, bedroom, kitchen and second laundry with custom dog bath. Step outside to serene surroundings, manicured property and peaceful setting. Large deck that spans the entire width of the house. The Golf course is under new ownership and newly remodeled with upscale restaurant, pool and workout facility. Opportunity of a lifetime!! OwnerAgent

2 Pond View Ln, Sherman
18 Merry Meet Cir, Fairfield
$2,300,000
4 Beds ⋅ 8 Baths ⋅ 24214588 MLS
Welcome to 18 Merry Meet Circle, an architecturally distinctive residence nestled within The Ridge, Fairfield's prestigious gated community. Ideally situated near the end of a quiet cul-de-sac in desirable Greenfield Hill, this exceptional home offers remarkable privacy, mature landscaping, and a resort-inspired lifestyle. Residents enjoy a 24-hr. staffed gatehouse, a private clubhouse, a heated Gunite swimming pool, lighted Har-Tru tennis courts, a skating pond, bridle & walking trails. A circular stone driveway welcomes you to a home showcasing distinctive architectural details, natural stone, rich wood accents, and exceptional craftsmanship. Beautifully designed living spaces include a spacious kitchen, separate dining room, and expansive living room with a magnificent stone fireplace. A custom stone-and-wood staircase adds a striking architectural focal point. The thoughtfully designed lower level is an entertainer's dream, featuring a private fitness retreat with gym and authentic sauna, bar area, theater room, butler's pantry, private office, and additional living space. Expansive glass walls and doors create an inviting atmosphere, additional rooms and staff quarters offer flexibility for a variety of needs. Recent improvements include a new roof, updated mechanical systems, new water heater, and whole-home dehumidification system. Residents of The Ridge enjoy a 24-hour staffed gatehouse, private clubhouse and recreation center, heated Gunite pool. Total Sq. Ft. 7,100

18 Merry Meet Cir, Fairfield
67 Craig Ct, Fairfield
$2,300,000
4 Beds ⋅ 4 Baths ⋅ 24213049 MLS
Welcome to the Fairfield Beach lifestyle, where spectacular sunrises, coastal breezes and days by the water are part of everyday living. Just steps from the beach, this inviting coastal home offers four levels of spacious living, with views of Long Island Sound from three levels. Enjoy morning coffee or leisurely lunches on the covered porch overlooking the water, or spend evenings in the private, fenced backyard with expanded stone patio and low-maintenance landscaping. The main level features an open kitchen with chef-grade appliances, spacious dining area and inviting living room with fireplace and French doors to the porch. The second level offers an expansive primary suite with fireplace, walk-in closet, private deck overlooking the Sound and spa-like bath with soaking tub and separate shower, plus a second ensuite bedroom. The third level features two additional bedrooms and a full bath. A versatile garage space with glass overhead door expands possibilities for entertaining, recreation or fitness. Recent improvements include interior and exterior painting, refinished wood floors and updated lighting. Enjoy nearby South Benson Marina, beachside recreation and easy access to downtown Fairfield's shops, restaurants, Metro-North and more.

67 Craig Ct, Fairfield
81 Green Hill Rd, Washington
$2,300,000
4 Beds ⋅ 4 Baths ⋅ 24198440 MLS
Built in 1860 and magnificently renovated in 2016, this four-bedroom, four-bath home has been cherished by its current owners for 46+ years. Prominently set in the coveted Washington Green historic district, this home offers a spacious, open-plan kitchen and dining area designed for entertaining & today's living. A top-to bottom renovation includes electrical and plumbing systems while thoughtfully restoring the home's original character. The 1+ acre grounds feature views over the Green; a splendid flower garden; and a beautifully landscaped, two-level terrace. First settled as Judea and renamed Washington in 1779, the town embodies an enduring New England elegance. Forested preserves invite exploration on foot, while the surrounding landscape delights with magnificent views and spectacular fall color. Lake Waramaug, Connecticut's largest natural lake, is nearby, and New York City is just under a two-hour drive away.

81 Green Hill Rd, Washington
167 Beebe Hill Rd, Canaan
$2,300,000
4 Beds ⋅ 3 Baths ⋅ 24187424 MLS
The Dean House, a/k/a The Horsford Homestead, a/k/a The Howe's Home is arguably the oldest residence in Falls Village (Canaan), CT. The original structure was built in 1735, with a major, two story addition added in 1804. Many details have withstood the test of time, and this home is a stunning statement for any old-house enthusiast. If you envy the history as a preservationist, conservationist, or restorationist, you just found your personal Xanadu. From the original fireplaces and paneling to the structural "bones" in the attic and basement, all the right features are here, as spacious rooms, cozy environs, and heartfelt warmth are the mantras. Much of the original trim, flooring, doors, and moldings are prevalent, and that impact speaks volumes. The bathrooms are recently updated, and there are newer appliances. The cedar roofs are no more than 7 years old. The outdoor environment is lush and well maintained. There's a kidney shaped in-ground pool, beautiful gardens, and even a large flat lawn that once served as a home to a full-sized English croquet court. The large old barn dates well back in time, and there's a gazebo for quiet reflection and outdoor meals. Several other smaller buildings exist for all types of storage. And then there's the newer building (1997) - a combination of a two-car garage, a huge studio/workshop, a smaller storage room, and a roughly 1700 sq. ft. in-law apartment on the second floor.

167 Beebe Hill Rd, Canaan
301 Godfrey Rd, Fairfield
$2,299,000
5 Beds ⋅ 5 Baths ⋅ 24159272 MLS
Be inspired to live your best life in this newly constructed Colonial, sited on a beautifully level and private .46-acre lot, an increasingly rare offering in the coveted Lake Mohegan area of Fairfield. Offering end of year occupancy, this home blends quality craftsmanship with a thoughtfully designed floor plan that evolves with you. Light-filled interiors and expansive windows bring the outdoors in, while open gathering spaces blend effortlessly with more intimate retreats, creating a setting equally suited to quiet nights in and entertaining. Upstairs, a well-appointed bedroom layout offers privacy and ease, including a spacious primary wing and flexible options for guests or multi-generational living. The third floor offers versatile space ideal for a home office, studio, gym, or additional living area. The finished lower level adds approximately 900 square feet of additional living space, with the opportunity to expand further to accommodate a home gym, recreation room, or other lifestyle amenities. With room for a pool and outdoor living, this property offers a rare staycation lifestyle with exceptional privacy, just minutes from Fairfield's downtown, beaches, shopping, and commuting options. One-year home warranty included. Renderings for illustrative purposes only; final design and finishes may vary. Square footage reflects prior home per public record.

301 Godfrey Rd, Fairfield
6 Oak Crst, Darien
$2,295,000
4 Beds ⋅ 3 Baths ⋅ 24216693 MLS
Storybook charm and modern updates come together in this picture-perfect 4-bedroom Cape, ideally situated on a quiet cul-de-sac. Featuring 2 full and 1 half baths, a beautifully renovated kitchen, and updated bathrooms, this sun-filled home offers warmth, character, and effortless everyday living. Step outside to a picturesque, fully fenced backyard, perfect for entertaining, relaxing, and outdoor play. Enjoy the convenience of strolling to downtown Darien, trains, and schools, all while tucked away in a peaceful neighborhood setting.A rare opportunity to enjoy the best of Darien living in an unbeatable location.

6 Oak Crst, Darien
351 Wilton Rd W, Ridgefield
$2,295,000
5 Beds ⋅ 7 Baths ⋅ 24212799 MLS
Perfectly positioned just moments from the heart of vibrant Ridgefield, this exceptional home is a masterclass in timeless architecture, sophisticated design & effortless luxury. Beautifully sited on 1.43 stunning acres, the property captivates with extraordinary curb appeal & a resort-inspired outdoor setting w/heated pool by GlenGate, stone patios, expansive lawns, outdoor shower & spaces designed for entertaining + relaxed everyday living. Thoughtfully curated interiors blend classic New England character with a refined contemporary sensibility. At the heart of the home is a Chef's Kitchen appointed w/professional-grade appliances, complemented by an exceptional sculler/butler's pantry w/direct access to a gracious Dining Rm. The sun-filled Breakfast Rm & spacious Family Rm w/stone fireplace overlook the magnificent grounds w/direct access to outdoor areas. Handsome Library w/ fireplace & wet bar, along with an elegant front-to-back Living Rm w/ fireplace, provide beautifully scaled spaces for entertaining. Luxurious Primary Suite features a sitting room/office, dual spa-inspired baths. Spacious ensuite secondary BR's provide refined accommodations for family & guests. Front & rear staircases, an elevator and an impressive vaulted Bonus Rm w/fireplace-ideal as a flex space, Gym or executive office. A rare opportunity to enjoy an elevated lifestyle just moments to Ridgefield's celebrated downtown w/acclaimed dining, cultural attractions + convenient NYC commuting options

351 Wilton Rd W, Ridgefield
351 Old Sib Rd, Ridgefield
$2,295,000
5 Beds ⋅ 6 Baths ⋅ 24205321 MLS
Nestled amid 4.39 acres of beautifully landscaped, wooded grounds, The Retreat is an exceptional Ridgefield estate where refined living, privacy, and resort-inspired amenities come together. Designed for both grand entertaining and effortless everyday living, the property unfolds through lush gardens, impressive stonework, expansive terraces and patios, and a spectacular gunite pool, creating a serene setting reminiscent of a private luxury resort. The beautifully appointed main residence features a first-floor primary suite, two private offices, three additional bedrooms, a striking brick fireplace, and an elegant kitchen with butler's pantry and laundry. An expansive wraparound deck creates a seamless connection between the interior and surrounding landscape, offering an extraordinary backdrop for entertaining or quiet relaxation. The finished walk-out lower level is an entertainer's dreamscape, complete with a sophisticated full bar, wine cellar, cigar room with dedicated smoke-extraction HVAC, spacious family room, and a luxurious spa bath with steam room and wall jets. A separate cottage adds a legal studio apartment with a private entrance and outdoor sitting area, plus an additional bonus room and half bath above-ideal for guests, extended stays, or a private retreat. A dedicated indoor wellness spa with a hot tub, sauna, and massage area further elevates the experience. Secluded and tranquil, yet moments from Ridgefield's celebrated Main Street

351 Old Sib Rd, Ridgefield
46 Old Mill Ln, Stamford
$2,295,000
6 Beds ⋅ 6 Baths ⋅ 24204113 MLS
Experience refined luxury in this expansive Westover residence, privately nestled at the end of a tranquil drive and moments from premier schools, major highways, transportation, and the exceptional amenities of Stamford and Greenwich. Surrounded by lush, mature landscaping with access to the beauty of Mianus River Park, this move-in-ready home offers a rare blend of privacy, sophistication, and convenience. Designed for elegant entertaining and effortless everyday living, the residence features a gourmet chef's kitchen with an exquisite butler's pantry flowing seamlessly into gracious open-concept living spaces. French doors open to an expansive west-facing deck, perfectly positioned for spectacular sunset views, while a sun-drenched patio just off the kitchen creates a seamless indoor-outdoor lifestyle. The luxurious main-level primary suite offers exceptional privacy and scale, with dual walk-in closets and a spa-inspired bath featuring a Jacuzzi tub. Upstairs, four generously sized bedrooms include two en-suite bedrooms and two sharing a bath. The extraordinary walk-out lower level provides a private en-suite guest suite, spacious office, and expansive recreation room anchored by a dramatic stone fireplace. Thoughtfully curated throughout, this exceptional residence delivers timeless elegance, comfort, and privacy in a coveted Westover setting.

46 Old Mill Ln, Stamford
10 Perkins Rd, Washington
$2,295,000
3 Beds ⋅ 3 Baths ⋅ 24201468 MLS
Lake Waramaug Shingle & Stone Cottage "Bird's Eye View" is a truly enchanting 1890s cottage, rich in character and thoughtfully updated for today's lifestyle. Perched above Lake Waramaug, the property enjoys spectacular lake views while offering an extraordinary sense of privacy on 2.4 acres, with no road noise or neighboring homes intruding on the setting. The main level centers around a newly expanded luxury kitchen featuring a generous center island with French door access to the deck, creating an effortless connection between indoor and outdoor living. A stylish built-in bar connects the kitchen to the inviting great room, where two distinctive spaces come together-one anchored by a dramatic granite hearth fireplace, and the other a former porch transformed into a charming dining room surrounded by wraparound windows which frame the breathtaking lake view. The home currently offers 3 bedrooms with the potential to add a main-level primary suite and create a 4 bedroom residence. This property truly offers the best of all worlds: an idyllic, private country setting with commanding views of Lake Waramaug, combined with the rare opportunity to enjoy a shared water frontage with a private dock. A golf cart (included in the sale) makes the journey from house to lake effortless. Stone steps lead down to the water inviting endless days of swimming, boating and lakeside enjoyment.

10 Perkins Rd, Washington
15 Adirondack Trl, Easton
$2,275,000
5 Beds ⋅ 5 Baths ⋅ 24214905 MLS
Set within one of Easton's most coveted neighborhoods, surrounded by equally distinguished properties, this exceptional custom built residence is beautifully positioned on 3 level acres of meticulously landscaped grounds. Offering an impressive combination of architectural detail, gracious living spaces, and resort style amenities, this home is designed for both elegant entertaining and comfortable everyday living. A dramatic two story foyer creates a grand first impression, opening into an elegant music room that flows seamlessly into the formal living room. Stunning Palladian windows fill the living room with natural light, while a classic marble fireplace adds warmth and architectural character. The generously proportioned formal dining room provides a sophisticated setting for intimate dinners or larger gatherings.The expansive kitchen features custom cherry cabinetry, granite center island, double ovens, gas cooktop, and a charming bay window framing picturesque views of the backyard. The adjoining grand family room features soaring ceilings and a striking arched window set the tone for this light filled living area. Natural stone anchors the space with a floor to ceiling fireplace and stove, while glass doors open directly to the deck. The main level also offers a distinctive solarium designed for year round relaxation, complete with a hot tub and sauna, this wood paneled retreat features skylights offering a spa like experience overlooking the beautiful grounds.

15 Adirondack Trl, Easton
263 Seaside Ave, Westbrook
$2,275,000
4 Beds ⋅ 5 Baths ⋅ 24213827 MLS
WHERE THE BEAUTY OF THE SHORELINE MEETS THE LUXURY OF COASTAL LIVING. Experience the sights, sounds, and serenity of waterfront living at 263 Seaside Avenue, where timeless New England charm meets exceptional craftsmanship and modern comfort. Completely reconstructed in 2018, including structural improvements and a third-floor addition, this beautifully appointed four-bedroom, three-full bath, two half bath coastal retreat offers semi-private beach access, thoughtfully designed living spaces, and remarkable attention to detail. The inviting open-concept first floor features custom shiplap walls and ceilings, wood-grain porcelain tile flooring, and abundant natural light. A beautifully designed kitchen showcases an oversized granite island, tile backsplash, natural gas cooktop, and walk-in pantry. A dedicated laundry room, generous closet space, and enclosed porches on both the first and second floors enhance everyday living. The luxurious primary suite features a spacious walk-in shower with body sprays, while the third floor offers two additional bedrooms and a full bathroom. Thoughtfully designed dormers add approximately 400 square feet of living space beyond the town's current assessment records.

263 Seaside Ave, Westbrook
75 Spinning Wheel Rd, Fairfield
$2,275,000
4 Beds ⋅ 4 Baths ⋅ 24195780 MLS
Another exceptional new construction by a well-known local builder! Now is the perfect opportunity to meet with the builder and customize this beautifully designed home to suit your lifestyle. Offering approximately 2700 square feet of thoughtfully designed living space, plus additional finished space in the basement, this home features 4 levels of living, 4 spacious bedrooms, and 3.5 luxurious baths. The open-concept floor plan is ideal for both everyday living and entertaining, with quality craftsmanship and high-end finishes through out. Located on a quiet street in the highly desirable Sasco neighborhood, you'll enjoy the convenience of walking to downtown, two beautiful beaches, and nearby nature trails. The property is outside the flood zone and offers plenty of room for a pool, creating the perfect setting for your own private backyard retreat. Don't miss this rare opportunity to personalize a brand-new home in one of Fairfield's most sought-after coastal neighborhoods.

75 Spinning Wheel Rd, Fairfield
71 Wolcott Ave, Stonington
$2,275,000
4 Beds ⋅ 2 Baths ⋅ 24174617 MLS
Waterfront escape to this all season Cape Cod home in desirable Lord's Point Beach Community. You will love this waterfront Cape Cod with direct access and wonderful views of Long Island Sound, Block Island Sound and the New England shoreline. First time on the market! Featuring 4 bedrooms, 2 full baths, open and spacious floor plan with lots of windows and ocean views, balcony seating with wildlife, ocean and awesome sky views to enjoy! Something for everyone sitting uniquely on .35 acres and bordering open space with 83 ft of waterfront, private 140 ft dock with 4 tie offs and permit in place for a dry dock so bring your boats plus a 500 lb. mooring anchor! Fun outdoor shed with 4 bunks, electricity and a tv for a fun summer hideout. You can walk to one of 6 beaches (Open Way, Tim's Beach, Boulder Beach, Hopkins Beach, Pebble Beach, and Trestle Beach), ride bikes, play tennis, bocci, basketball, pickleball or clubhouse activities. Close to Mystic Indoor sports, Stonington Borough, Downtown Mystic (great restaurants) and Rhode Island beaches within minutes. Not to mention Foxwoods's Resort and Mohegan Sun Resorts nearby. Hard to get into this community! Don't delay get ready for your summer fun today!

71 Wolcott Ave, Stonington
196 Hageman Shean Rd, Goshen
$2,250,000
4 Beds ⋅ 4 Baths ⋅ 24215210 MLS
Nestled on 46.35 acres & down a 850 foot private driveway sits this 4 bedroom 3 1/2 bath farmhouse, with barns, fields, pond & brook etc. This home offers an upper level primary suite with walk-in closet and private bath w/ 72 inch ceiling fan & balcony. There's a bedroom suite on the main level with private bath, there's two more upper level bedrooms that share a bath in the hall. The living room offers oak flooring, stone fireplace, 72 inch ceiling fan. The Kitchen has granite counters with brand new Zline signature series appliances, quarry tile , there's an office and den on the main level as well, along with a enclosed four season room w/ pellet stove. The barn w/tack room has 5 horse stalls, hay loft and rubber horse stall mats in each stall and center walkway. It can be Easily turned into a party barn if needed. Along with fields and pasture, there's riding trails throughout the property. Over 25 apple trees and a rose garden. around the patio, owners use it as an outdoor living room with fireplace. there's a in-law apartment over the 3 car garage, with Full kitchen electric stove, refrigerator & dishwasher. Livingroom w/cable, carpet. Large bedroom w/ walk-in closet separate laundry, heating and cooling, private side entrance. there's a small drive thru equipment barn.

196 Hageman Shean Rd, Goshen
26 Pent Rd, Weston
$2,250,000
4 Beds ⋅ 6 Baths ⋅ 24208616 MLS
Gorgeous & Beautifully Renovated Riverfront Retreat along the western banks of the Saugatuck River bordering nearly 1,800 acres of protected nature at Devil's Den Preserve. This Craftsman-style home offers refined living, privacy & immersion in nature. Surrounded by a wildlife sanctuary, the property is a haven for cranes, hummingbirds, an occasional bald eagle & an abundance of native bird species creates a peaceful setting that feels worlds away while remaining close to everything. Renovated with attention to detail, the home blends Craftsman character with sophisticated modern amenities. Expansive windows bring the landscape indoors with tranquil views. A two-sided fireplace provides a dramatic focal point seen from both the living room & kitchen. One of the most distinctive spaces is the Family Room, affectionately known as the "Tree House". Perched among the treetops, this special retreat offers a spectacular view, a peaceful place to read, gather & enjoy each season from above the canopy. A wrap-around deck, heated Gunite pool, hot tub & firepit create spaces for entertaining & enjoying the natural beauty of the property. Updates include Hardie Board Siding, Anderson Windows, Radiant Heated Floors, New Boiler 2018, New Indirect Water Heater 2023, Updated Gunite Pool & Patio 2025, Leaded Copper Standing-Seam Roof, Whole Home Heavy Duty Generator, Exterior EV/RV Charging Station & more! Pls note flood insurance was NOT required due to home's high elevation.

26 Pent Rd, Weston
25 River Rd, Essex
$2,250,000
4 Beds ⋅ 3 Baths ⋅ 24205033 MLS
Hidden in plain sight! An extraordinary pocket estate within walking distance via sidewalk to the shops, restaurants, marinas and waterfront of historic Essex Village. Built in 1803, this remarkable 3,032 SF residence occupies a rare .90 acre site, and conveys with an additional adjacent .48-acre waterfront parcel, creating a wonderfully private setting with sweeping views across a picturesque meadow and stream leading to the Falls River. Rich in character yet beautifully suited to modern living, the home features high ceilings, four fireplaces, French doors, original wooden beams, a wood-shingle roof and a stunning kitchen anchored by a professional Lacanche range. A spacious deck and covered terrace invite outdoor living while taking full advantage of the exceptional natural surroundings. Beyond the main residence, a detached 384 SF studio offers an ideal home office, fitness or creative space, while the walk-out lower level includes a charming 200 sf brick "pub room" with woodstove and an adjoining workshop. A detached two-car garage and potting shed complete the property. A rare opportunity to enjoy the romance, privacy and character of a country estate, with Essex Village and the Connecticut River just moments from your door.

25 River Rd, Essex
12 Norholt Dr, New Canaan
$2,250,000
4 Beds ⋅ 3 Baths ⋅ 24201977 MLS
Cherished by the same family for nearly 30 years, this beautifully updated Colonial sits on a desirable New Canaan cul-de-sac that has recently welcomed multi-million-dollar new construction - offering exceptional value at this price point, just moments from town. The recently renovated kitchen opens to a spacious layout ideal for both everyday living and entertaining, complemented by a large living room with fireplace, a formal dining room and a Great Room with soaring cathedral ceiling that is a showstopper. Upstairs, the primary bedroom is joined by three additional sun-filled bedrooms, all with hardwood floors that carry the home's warmth throughout. Outside, a private deck overlooks a beautifully landscaped yard framed by mature evergreens - great for gathering or play. This is a home where all that's left to do is move in.

12 Norholt Dr, New Canaan
34 Black Snake Ln, Bridgewater
$2,250,000
3 Beds ⋅ 4 Baths ⋅ 24168707 MLS
If you're seeking a private oasis with sweeping views, this exceptional property is the perfect retreat. Set on over 38 acres-28 of which are preserved-you'll enjoy lasting protection from future development and unparalleled tranquility. This expansive ranch-style home features a dozen rooms across two distinct wings, making it ideal for multi-generational living. Throughout the home, refinished oak floors add warmth and character. The library wing offers a stunning, oversized room with a wood-burning fireplace, complemented by two additional rooms and a full bath-perfect for a private suite, office, or guest quarters.

34 Black Snake Ln, Bridgewater
2142-2144 Fairfield Beach Rd, Fairfield
$2,225,000
6 Beds ⋅ 2 Baths ⋅ 24131381 MLS
OPPORTUNITY KNOCKS TWICE - A unique investment awaits with the only two-family home on the Fairfield Beach Road Peninsula featuring private beach access. This fully furnished property offers excellent rental income during the academic season and serves as a relaxing summer retreat for owners-or an additional rental opportunity. Unit 2142 is a spacious four-bedroom residence, each room furnished with a full-size bed; Unit 2144 is a charming two-bedroom creekside unit, each room with twin beds, and private gated access to the beach just across the road. Additional highlights include fresh paint inside and out, a wrap-around deck on the creek side with boat access to Long Island Sound, a convenient laundry room, and an oversized two-car garage with extra storage. Enjoy the best of both worlds-generous year-round rental income and beachside living. Truly, opportunity knocks twice. Owner/Broker

2142-2144 Fairfield Beach Rd, Fairfield
23 Sheep Pasture Rd, Madison
$2,215,000
4 Beds ⋅ 6 Baths ⋅ 24147939 MLS
Built by a highly regarded shoreline builder known for uncompromising attention to detail, this residence is designed for buyers who appreciate elevated finishes, enduring quality, and effortless livability. The home features an open floor plan with white oak hardwood floors, 9-foot ceilings, custom millwork, and oversized Pella windows throughout. A stunning bluestone entry leads to an elegant interior anchored by an eat-in kitchen with a 5' x 7.5' quartz island, Sub-Zero refrigeration, a six-burner Wolf gas range, double wall ovens, farmhouse sink, and wet bar with wine chiller and refrigerator drawers. The living room offers coffered ceilings, a stone-surround gas fireplace, and sliding doors to a partially covered bluestone patio, creating seamless indoor-outdoor living. The primary suite is a private retreat with a spa-inspired bath featuring a soaking tub, oversized rain shower, dual vanities, and a walk-in closet. Three additional bedrooms each include en-suite baths, complemented by a bonus room with cathedral ceilings and full bath. Additional highlights include a private office, formal dining room, custom pantry and mudroom, set up for a generator, and a well-appointed laundry room.

23 Sheep Pasture Rd, Madison
6 Pine Hill Rd, Burlington
$2,200,000
4 Beds ⋅ 5 Baths ⋅ 24211738 MLS
Welcome to Spring Path Farm-a serene and sophisticated 15+ acre gentleman's estate offering a rare blend of timeless country elegance, privacy, and endless possibility. Approached by a long, winding private drive, the stately 7,698 sq ft Colonial residence has been thoughtfully renovated and expanded with exceptional craftsmanship. Inside, classic millwork, four warm stone fireplaces, and floor-to-ceiling windows framed by stunning nature views set a refined tone. Designed for both relaxation and grand entertaining, the main house features a primary bedroom suite with a private deck for quiet mornings, a vast back deck built for summer gatherings, and a lower-level billiard and media room designed for lively hosting. Beyond the main residence, the lush grounds evoke quintessential New England charm. Meandering stone walls, stockade fencing, open meadows, and vibrant gardens filled with perennials and blueberry bushes offer a picturesque backdrop for equestrian pursuits, organic farming, or peaceful retreat. Exceptional outbuildings-including a magnificent barn, stables, and a 6-car detached garage-provide versatile space for livestock, equipment, or hobbyists. Meticulously loved and maintained, Spring Path Farm is a true sanctuary waiting for its next dreamer. Invite your guests for the weekend-they will never want to leave!

6 Pine Hill Rd, Burlington
32 Leach Hollow Rd, Sherman
$2,200,000
4 Beds ⋅ 3 Baths ⋅ 24208909 MLS
Private Country Compound. Utterly charming c.1900 perfectly restored Antique Farmhouse privately located up a long driveway on 15 +/- verdant acres w/beautiful long views, established perennial gardens, ancient specimen trees, original stone walls & a picturesque pond. The magnificent property includes a 4 bedroom/2.5 baths Main House w/period details such as original hardwood floors, 3 antique fireplaces, period hardware and windows & a classic wrap-around porch; a newly renovated loft-like guest house w/ full kitchen & bath over 2-car garage; heated Gunite pool w/cabana & a re-surfaced tennis court. A pretty stone foyer opens to a gracious family room w/a wood-burning fireplace & 3 sets of French doors provide access to a brick-laid patio w/stone walls, a charming, screened porch & a handsome custom-built home office. Cozy living room w/Fieldstone wood-burning fireplace w/insert & built-in bookshelves. Spectacular open kitchen/dining room w/marble center island, top appliances, bespoke cabinetry, pantry, large dedicated dining area & doors to the covered, wraparound porch overlooking the pond & lush grounds w/distant views. Convenient mudroom w/new skylights. Adorable powder room accessed by kitchen & living room. Upstairs, a stunning primary bedroom suite w/vaulted ceiling, wood-burning fireplace, windows on 3 sides, custom dressing room and an elegant, renovated bath. Three delightful bedrooms share a pretty hall bath. A perfect country sanctuary w/easy commute to NYC.

32 Leach Hollow Rd, Sherman
94 Soundview Rd, Ridgefield
$2,200,000
5 Beds ⋅ 5 Baths ⋅ 24208657 MLS
Now under construction at 94 Soundview Road in a sought-after South Ridgefield neighborhood, this exceptional modern farmhouse will showcase superior craftsmanship, quality construction, and thoughtfully selected luxury finishes throughout. Built by a highly regarded second-generation Ridgefield builder, the home offers 5 bedrooms and 4.5 baths with a sophisticated design created for both everyday living and effortless entertaining. A welcoming front porch and stone walkway set the tone for the home, opening to a spacious and beautifully appointed interior. The main level features an impressive eat-in chef's kitchen, expansive family room with fireplace, formal dining room, and living room, all designed with an emphasis on natural flow, comfort, and refined finishes. Upstairs, the versatile layout offers five bedrooms or four bedrooms with a private home office. The generously sized primary suite is a true retreat with two walk-in closets and a luxurious private bath, while a Jack-and-Jill bathroom connects two additional bedrooms. The unfinished lower level provides abundant storage and excellent potential for future living, recreation, fitness, or entertaining space. Outdoor living is equally impressive with a rear deck overlooking the large, level backyard and a lower stone patio ideal for gatherings and relaxation, with plenty of room for a future pool. With construction already underway, there is still an opportunity to personalize select finishes and details!

94 Soundview Rd, Ridgefield
16 Winding Brook Rd, Newtown
$2,200,000
5 Beds ⋅ 5 Baths ⋅ 24205817 MLS
Welcome to 16 Winding Brook, a distinguished custom estate offering an exceptional combination of craftsmanship, privacy and resort-style outdoor living. Built as the personal residence of a renowned builder and completely updated for today's lifestyle, the home is privately positioned on more than 3 fully fenced acres at the end of a desirable cul-de-sac, with a 100-acre land preserve creating an extraordinary natural backdrop. A two-story foyer introduces beautifully proportioned interiors enhanced by custom millwork, hardwood floors and abundant natural light. The elegant dining room is ideal for entertaining, while the front-to-back living room features a fireplace and French doors opening to an expansive porcelain-tile patio. The completely remodeled kitchen showcases Wood Mode cabinetry, quartz countertops and an oversized center island, flowing seamlessly into the inviting family room with a dramatic floor-to-ceiling fireplace. Bathroom have been beautifully remodeled, including the primary bath. Outdoors, the expansive level lawn is truly exceptional, providing a magnificent setting for the gunite pool and pool house, with generous space for entertaining, recreation and relaxed summer living. Raised stone beds create a beautiful vegetable garden area. The finished walkout lower level adds a game room, full bath and sauna. Minutes from the center of town, this remarkable estate offers a level of privacy, quality and outdoor living, difficult to replace.

16 Winding Brook Rd, Newtown
88 Main St, Essex
$2,200,000
5 Beds ⋅ 6 Baths ⋅ 24200306 MLS
Two hours from New York City. Two hours from Boston. A world away from both. Privacy is the ultimate luxury. This masterfully re-imagined 5,234 sq. ft. compound located in historic Ivoryton, a village within the town of Essex, sits behind newly established hedges on nearly two flat, manicured acres - completely turn-key, completely private. The grounds are designed for outdoor living. A 20 X 40 gunite pool flows into a hydrangea-framed landscape. Three bluestone patios for entertaining, dining, and quiet retreat. A newly built two-car garage, wired with new electrical and EV charger-ready. Inside, the transformation is total. A chef's kitchen built around a custom black cherry island with Sub-Zero refrigerator, new double wall oven, and cooktop. A butler's pantry adds a second refrigerator and dedicated wine fridge. Four bedrooms with private en suite bathrooms, including a reimagined primary suite with spa-level finishes. Two home offices. An inviting Family Room. A spectacular Living Room. And a Sunroom - a fully restored 1920s porch with original terra cotta floors and sweeping estate views. Every room is professionally curated with bespoke wallcoverings and custom light fixtures. Steps from the Ivoryton Playhouse, The Copper Beech, and Prive Swiss. Minutes to Connecticut River marinas. Long Island Sound 15 minutes beyond. A truly unique property located in what Yankee Magazine ranks as the #1 small town in New England.

88 Main St, Essex
373 Lake Rd, Warren
$2,200,000
5 Beds ⋅ 2 Baths ⋅ 24194590 MLS
Classic Lake Waramaug Shingle Style on large level property with majestic trees, swimming pool, wraparound porches, lakefront, floating dock & major western views across the widest part of the lake. Eat-in Kitchen. Paneled Dining Room. Living Room with wood-burning fireplace. Den/Office. 4-5 Bedrooms. 2 Full Baths. Sleeping Porch. Sold in "as is" condition. 2 Parcels: Main with House & Pool - 1.75 acres & Lake Parcel with Dock - .05 acres. See attached Surveys and Maps. Wonderful Lakefront Opportunity!

373 Lake Rd, Warren
295 Smith Hill Rd, Colebrook
$2,200,000
5 Beds ⋅ 5 Baths ⋅ 24189863 MLS
Introducing Turkey Hill You only have to stand at the edge of the property, framed by stone walls and century-old trees, to know this is a special place. Beyond the stone pillars, down a crushed-stone driveway, you're led into a true country farm estate. The main house, substantial barn, multi-car garage, pool, and tennis court give you a multitude of reasons not to stray far from this retreat on the weekend. With additional an 26 acres to protect privacy available just across the street. Let's dive in, shall we? The main house is all you could ever want in a circa 1767 farmhouse. The attention to detail and preservation here is unmatched. Wide-board floors stretch throughout, large stone fireplaces anchor the rooms, and a Dutch door is just one of the many special details woven into this home. It's clear from its inception that this house was meant to be a place to gather. From the moment you enter through the mudroom - it's the country, after all - the home balances both ease and grace beautifully. Spacious and well-lit, you've never felt so fabulous removing muddy shoes. Step into the family room, whose sole purpose is to capture guests and have them stay awhile. The kitchen flanks the space with ample counter room. The Taj Mahal quartzite counters will make you pause and notice their beauty and uniqueness. This is a kitchen where serious meals can be prepared, with guests within earshot in the cozy living room or gathered at the casual dinner table.

295 Smith Hill Rd, Colebrook
96 Georgetown Rd, Weston
$2,200,000
5 Beds ⋅ 6 Baths ⋅ 24187814 MLS
Bring your vision to life in the heart of Weston with this rare opportunity to collaborate with a premier local builder. Sited on a sprawling, private 2.1-acre lot, this sophisticated new construction offers 4,500 square feet of meticulously designed living space, including a finished 900-square-foot lower level. The heart of the home is an expansive chef's kitchen that flows seamlessly into the dining room and a sun-drenched living area. Large windows frame picturesque views of the lush, private acreage, creating a stunning backdrop for daily life. The main floor also features a thoughtful guest suite with a full bath, perfect for visitors or a quiet home office. Upstairs, the primary suite serves as a true sanctuary, complemented by three additional well-appointed bedrooms. With five bedrooms and five bathrooms in total, the layout provides exceptional space and privacy. Outside, the three-car garage and vast backyard provide plenty of room for a custom pool or outdoor oasis. The property and septic are specifically designed to accommodate an ADU if desired, offering incredible flexibility. Because construction is in the early stages, you can step in now to select finishes and personalize the aesthetic. Looking for just the land? The lot is also available to purchase separately (see MLS#24180742). Move into a home uniquely yours, set against a backdrop of natural beauty.

96 Georgetown Rd, Weston

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