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$3,499,000 (USD)
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Compo Beach Area Single Family Home

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312 Compo Road South Westport, CT 06880

4 Bed
4 Baths
3215 sqft
Virtual Tour
Coastal Living at Its Finest - Compo Beach, Westport, CT Some homes are simply houses - others are a lifestyle, and this exceptional Compo Beach Colonial is unmistakably the latter. Built in 2012 and maintained in pristine condition, this 4-bedroom, 3.5-bath residence offers the rare combination of newer construction quality and effortless coastal elegance, nestled just minutes from the sparkling shores of one of Westport's most coveted neighborhoods. Step inside to an open, airy floor plan bathed in natural light, where a spectacular great room and chef's kitchen flow seamlessly together - crisp whites, soothing blues, and natural textures creating a relaxed yet decidedly high-end atmosphere that simply lives beautifully. When the weather calls, the oversized porch becomes the true soul of the home - the perfect setting for morning coffee, evening gatherings, and the unhurried moments that define summer on the Connecticut shore. Upstairs, the primary suite redefines comfort with a private sitting room, home office, and a spa-inspired bath featuring heated floors, a heated towel rack, and a deep soaking tub - thoughtful luxuries that make every day feel like a getaway. With generous secondary bedrooms, meticulous finishes throughout, and a location that puts Compo Beach, Westport's beloved amenities, and Metro-North all within easy reach, this is coastal Connecticut living at its absolute finest.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Jillian Klaff
$3,495,000 (USD)
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Lower Weston Area Single Family Home

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214 Good Hill Road Weston, CT 06883

7 Bed
8 Baths
11075 sqft
MLS# 24168594
Rock Ledge, a private estate in Weston, is set on nearly five acres surrounded by protected land at the end of a cherry-tree-lined private drive. A reimagined Tudor Revival that blends historic character with modern living. Originally built in 1918, the property was once the residence of Godspell author John-Michael Tebelak. It has evolved into a compound of a brick mansion, pool house with apartment, and converted barn, largely by architect Jack Franzen. The main residence offers over 11,000 square feet with 7 bedrooms, 6 full and 2 half baths. The two-story media wing includes a home theater, library, office, and billiard room. The conservatory overlooks stone terraces, a waterfall and pond, and gardens. The primary suite and office have private balconies. The estate is further distinguished by multiple auxiliary structures: a carriage house with guest accommodations, a separate guest residence, and a heated party barn dating to circa 1850. A pool with spa, pergola, and outdoor kitchen complete the grounds. Original architectural details such as leaded glass windows, rich hardwood paneling and window seats and doors, five stone and brick fireplaces, and other features have been preserved. Modern additions introduce light-filled living spaces. New appliances and updated mechanicals service the buildings. Rock Ledge offers luxury and privacy rare in this area, and promises a lifetime of enjoyment for a buyer who appreciates its beauty.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / John Schiaroli
$3,395,000 (USD)
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Joshuatown Area Single Family Home

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53-1 Selden Road Road Lyme, CT 06371

5 Bed
6 Baths
4734 sqft
MLS# 24094694
Selden Farm, a landmark 1690s property steeped in history and set in a picturesque corner of Lyme, is once again available for new stewardship. Upheld by only three families since 1695 when it sat on over 6,000 acres, it presents a rare opportunity to own a beautiful country Antique home now set on 9 pastoral acres abutting conservation land with sweeping views of Selden Cove and the CT. River. At its heart is a gracious and authentic 5-bedroom Colonial which exudes history, charm and character. House features include a tavern room, wide board floors, original paneling & moldings, 6 fireplaces and an abundance of windows which invite lovely views and light into each room. Adjacent to the home is a 3-bay garage with self-sufficient guest accommodation for visiting family and friends. Dotted throughout the property are a renovated barn used as a studio/office/ gym, several outbuildings, a greenhouse and sunny open meadow for animals or farming. Two privately situated guest houses (one needing renovation) are ideally suited for in-law, caretaker, or income purposes. Relax by the large saltwater pool with patio and full-service cabana or play tennis on the all-weather court. The land is open, tranquil, and beautifully sited, offering long views, privacy, and a deep sense of place. Rarely does a property combine this level of authenticity, acreage, outbuildings, and river-valley setting in Lyme. Ideal for buyers seeking history, creative space or a generational retreat.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Joe Rhodes
$3,389,000 (USD)
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North Stamford Area Single Family Home

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21A South Brook Drive Stamford, CT 06903

4 Bed
4 Baths
6103 sqft
MLS# 24084396
Virtual Tour
This architectural gem will captivate with its luxurious, modern design and impress with its meticulous, energy-efficient construction. The award-winning CMG BUILDER of New Canaan CT will craft this home to the German Passive House Institute (PHI) standard, resulting in a visually stunning home that's 80 percent more energy efficient than a typical, code-built residence. Thoughtfully designed to fuse form and function, the expansive living spaces, clean lines, and exquisite modern finishes deliver next level sophistication. South-facing walls of glass will bathe the living space in natural light, while framing breathtaking views that shift with the seasons. Designed for superior air quality and wellness, other key features include strategic shading, airtight construction,and an efficient whole-house energy recovery ventilation system. The absence of fossil fuels, along with highly efficient European windows and doors, enhances energy savings and creates a remarkably quiet and serene living environment. Nestled on a private 2-acre lot on a North Stamford cul-de-sac, this idyllic setting offers a peaceful escape that's within reach of urban conveniences. Since this home is "to be built" you have the opportunity to collaborate with the builder to select finishes, ensuring a home that's as extraordinary as you are. Your dream home awaits. Images in this listing may have been created or enhanced using virtual staging software and are intended to represent the home to be built.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Elaine Voss
$3,350,000 (USD)
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Greens Farms Area Single Family Home

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221 Greens Farms Road Westport, CT 06880

5 Bed
6 Baths
5789 sqft
MLS# 24171950
THE BEDFORD HOUSE - Architecturally and historically significant estate in coveted Greens Farms. This exceptional property offers a rare opportunity to own one of Westport's most superb homes. Set on 2.33 acres with a gunite pool/spa, court and a 2400 sq ft barn featuring a 3-car garage, loft & more, the estate blends timeless elegance with modern comfort. Originally built in 1904 and designed by noted architects Visscher and Burley, this Colonial Revival home has undergone thoughtful renovations over the years to preserve and enhance its character. The main residence features 5 Bedrooms and 6.5 Baths with a well-planned layout for today's lifestyle. High ceilings, oversized windows, finely detailed millwork and sun-filled rooms create a sense of warmth and sophistication. Recent improvements include a new cedar wood roof on both the house & barn, a like-new pool, spa & mechanicals, refinished hardwood floors, updated HVAC and new appliances. A unique highlight of this estate is its location across from Nyala Farms, offering scenic views of over 50 acres of protected meadows and fields with a deed that prevents further development. A rare opportunity to continue the legacy of this historic property. Enjoy the ultimate lifestyle, minutes to the train, beaches, schools, shops and fine dining.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Patricia "Pat" Shea
$3,295,000 (USD)
Pending

N/A Area Single Family Home

Pending

4 Harbour View Drive New Fairfield, CT 06812

4 Bed
4 Baths
3688 sqft
MLS# 24156647
Fabulous Sail Harbour waterfront home has it all Idylic 1.47 acre waterfront setting on serene, low boat traffic cove, with exceptional South facing views . A natural stone path leads to a private boat dock with swim ladder plus an additional dock for kayaks/canoes. A first floor primary suite boasts a gas fireplace and newer primary bathroom. A second floor primary/guest suite hosts a private bathroom and walk-out balcony with glass rail for to enjoy your morning coffee or evening cocktails. South-facing newly renovated eat-in-kitchen hosts a Sub Zero fridge, double ovens, cooktop, microwave/air fryer, wet bar, wine fridge, and pantry open to a south-facing sunroom or dining area, both with amazing lake views. These lead seemlessly to the multi-level glass railed deck overlooking the cove and private wooded side yard abutting the conservation area - ideal for entertaining indoor to out, private outdoor dining, or just relaxing, with room for a hot tub. The grand 2 story great room with gas fireplace, an office, family room, large marble entry, mud/laundry room, new half bath and a 3 car attached garage complete the main level living. The upper level also includes 2 additional bedrooms with private vanities and jack and jill toilet/shower, huge playroom now used as an alternative primary bedroom with loft. A useable walk-out, semi-finished basement (not counted in square footage) can be fully finished for an additional ~1,500+ sq. ft. of lakeside living.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Barbara Sivba
$3,200,000 (USD)
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Hunt Club Area Single Family Home

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123 Cross Highway Westport, CT 06880

5 Bed
6 Baths
7048 sqft
MLS# 24166688
A sophisticated blend of past & present, this private sanctuary offers the ultimate in modern design in the heart of Westport. Designed for effortless indoor-outdoor living, the property features 5 BRs, 4.5 BAs, a separate guest house, expansive decking & a gunite pool set on private 1.35 acres. The home retains its massive original central chimney now the striking centerpiece of the open main level. The rooms flow seamlessly to the exterior gardens, while expansive walls of glass create a natural connection to the outdoors throughout the seasons. The spectacular 14' limestone kitchen island anchors the space alongside a limestone accent wall & a dramatic portrait window overlooking the patio, dining pavilion & pool. Each impeccably curated room showcases a refined juxtaposition of old & new, creating a cohesive, timeless aesthetic. The luxurious primary suite includes a stunning marble bath, dressing room & scenic views of the grounds. The finished walk-out lower level offers space for yoga, fitness, recreation, plus a walk-in natural stone wine cellar & pool changing room. Tiered steps lead to the pool terrace, ideal for lounging amid magnificent specimen trees and lush gardens. A separate guest house mirrors the organic warmth & texture of the main residence. Mature landscaping screens the fully fenced private level property in a prime Westport location within walking distance to Wakeman Farm, minutes to the train, beaches, shops, restaurants, schools and other amenities.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Patricia "Pat" Shea
$3,150,000 (USD)
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N/A Area Single Family Home

Active

288 Middlesex Avenue Chester, CT 06412

4 Bed
6 Baths
4626 sqft
MLS# 24166793
Virtual Tour
Set along a coveted stretch of the Connecticut River, this stunning, turnkey waterfront compound offers a rare convergence of privacy, protected views, and deep water access-just over one mile from the heart of Chester Village. Encompassing 2.65 acres with 285 feet of direct river frontage, the property unfolds as a true waterfront retreat. Manicured grounds lead seamlessly from the residence and terrace to a deepwater dock designed for serious boating enthusiasts, and onward to a beach-creating an immersive riverfront experience rarely found in the CT River Valley. Rooted in historic design and masterfully renovated in 2010, the residence reflects timeless New England architecture while incorporating modern livability. The result is a home that feels both enduring and refined. A standout feature for collector/hobbyists are six garage bays, offering exceptional space for auto enthusiasts, boating and recreational storage. Designed to accommodate a range of lifestyles, this offering is equally compelling as a luxury weekend retreat or a multi-generational compound, with space and setting that invite both privacy and gathering. Despite its seclusion, the estate remains connected to the vibrant charm of Chester Village. Adding to the setting's unique appeal, the seasonal Connecticut Valley Railroad introduces a nostalgic dimension, reflecting the rich area history. A rare offering where protected waterfront, architectural integrity and lifestyle converge. Welcome to East View.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Nancy Mesham