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147 Riggs St, Oxford
$3,700,000
24081030 MLS
For Sale: 147 Riggs Street, Oxford, CT - 128.64-Acre Farm with Historic Homestead A rare opportunity to own 128.64 acres of picturesque land in Oxford, Connecticut. This expansive property (Parcel 27-15-9, per Town of Oxford Assessment Parcel Map) offers mixed-use zoning (Code 016), making it ideal for residential and forestry applications. Property Highlights: Historic 3-Bedroom Cape (Built in 1700) - 1,500 square feet with existing septic and well. A classic New England homestead waiting for restoration or redevelopment. Diverse Terrain - Open fields, forested acres, and some wetlands, offering privacy, natural beauty, and agricultural potential. Perimeter Survey Completed - Soil report available upon request (or see attachments). Development Potential - Ideal for farming, equestrian use, recreational retreat, or custom estate. Located in a peaceful rural setting yet conveniently accessible to major routes, this expansive property is a one-of-a-kind investment opportunity in New Haven County.

147 Riggs St, Oxford

34 Sherwood Ln, New Canaan
$3,695,000
6 Beds ⋅ 8 Baths ⋅ 24203727 MLS
Gracious colonial set on 3.74 private acres along a quiet west-side cul-de-sac. This cherished estate setting offers an exceptional blend of privacy, recreation, and convenience, just two miles from town and the train. The private grounds feature a Glengate Gunite pool, cabana with bath, and a barn with stables where the owners once kept horses for riding on nearby Land Trust trails. Offered for the first time in more than 50 years, this center-hall Colonial features six bedrooms, five full and three half baths, with 6,300 square feet of living space, and an additional 800 square feet of finished lower-level space. Thoughtfully renovated and expanded by Judith Larsen designs in 2005, the residence includes a beautifully appointed kitchen, an open family room with vaulted ceilings, lovely breakfast room overlooking grounds and a private in-law suite with its own entrance . Other features are 4 car garage, full house generator, pond views and driveway alert. Beautifully proportioned interiors and multiple gathering spaces make the home equally suited to comfortable everyday living and gracious entertaining. French doors spanning the rear of the residence open directly to the grounds, creating a seamless connection among the home, pool, cabana, and expansive property. A truly rare and treasured offering in one of New Canaan's most desirable west-side settings.

34 Sherwood Ln, New Canaan

287 Prospect Mountain Rd, Litchfield
$3,690,000
5 Beds ⋅ 6 Baths ⋅ 24204600 MLS
Situated on approximately twenty acres and surrounded by Litchfield Land Trust's Prospect Mountain Preserve and the private holdings of the Marshepaug Club, Arcadia stands as one of Litchfield County's premier properties. The current owners are exceptional stewards and have made significant investments in the dwellings, infrastructure, and surrounding landscape. Rarely does a property come to market that includes a fully renovated home, a meticulously restored barn, pastures, meadows, and gardens. The perfect blend of classic Colonial architecture and tasteful, high-quality modern amenities. Highlights include five en-suite bedrooms, a Vermont slate roof, wide-plank oak flooring, a professional chef's kitchen with a Lacanche range, antique beams, and a wellness center with a sauna and gym space. The property features a comprehensive technology package with integrated smart-home systems, advanced connectivity, security, climate, lighting, and irrigation controls. The current owners thoughtfully reimagined the barn complex for entertaining, incorporating a guest suite, party room, wine cellar, catering scullery, workroom, loft, bar, and hot tub within a screened-in porch. Outdoor entertaining spaces abound, with stone patios, gardens, mahogany decking, pergolas and views. The property is minutes from skiing at Mohawk Mt. and Litchfield Land Trust trails. Arcadia represents an exceptional and rare opportunity to enjoy a country lifestyle within two hours of New York City.

287 Prospect Mountain Rd, Litchfield

82 Main St, East Hampton
$3,650,000
27 Beds ⋅ 22 Baths ⋅ 24173970 MLS
The Village at 82 Main is - a pristine 22-unit asset located in the true heart of one of Connecticut's most charming small towns! Positioned directly on Main Street in East Hampton, this beautifully renovated property offers 17 apartments and 5 storefronts, creating a stable, diversified income stream within an exceptional lake-community setting. The property has become a recognizable destination woven into the fabric of the community, home to local favorites like ECO Coffee House, Tiny Paws Dog Grooming, 9 Lives Barber Shop, and Executive RE. Each apartment features beautifully updated interiors with modern finishes throughout, including stylish kitchens with granite countertops, stainless steel appliances, upgraded flooring, and open living spaces that continue to attract strong tenant demand. Extensive property-wide improvements and meticulous ownership have created a true turnkey investment opportunity with exceptional pride of ownership throughout. The commercial storefronts benefit from excellent visibility and steady foot traffic surrounded by popular local restaurants, boutiques, cafes, and recreational amenities. Residents enjoy immediate access to Lake Pocotopaug and the Air Line State Park Trail, while ownership benefits from tenant-paid electric, owner-paid gas heat, ample off-street parking w/ EV chargers, and ancillary laundry income. 82 Main Street represents a rare opportunity to acquire one of the area's premier mixed-use investment properties!

82 Main St, East Hampton

716 Cheese Spring Rd, New Canaan
$3,600,000
5 Beds ⋅ 6 Baths ⋅ 24210019 MLS
716 Cheese Spring Road in New Canaan was built completely new in 2019 and customized by the current owners even further. This turn-key home with five bedrooms, five and a half baths and 5,135 square feet sits on 2.84 acres in the northeast side of town. The kitchen was renovated with an Italian stone island, upgraded Sub-Zero, Wolf and Miele appliances. A built-in coffee bar, patio access and spacious dining area complete the kitchen area. A cozy fireplace anchors the oversized and sun drenched living room. Downstairs, a den and bedroom double as a pool house with a full bath and shower. The luxurious primary suite offers a bedroom with a fireplace, built-ins, two walk-in closets, generous primary bath and two separate office and study areas. The in-ground pool takes full sun all day and is in view from the key living areas. The expansive property has two fire pits, professionally manicured landscape and a path cleared through the woods to an insulated treehouse with power. Above the garage, a renovated guest suite gives guests completely separate quarters. The updated mechanicals match the finishes. New Lennox furnace, air conditioning and condenser in 2026, whole house dehumidifier, airtight foam insulation through every wall and the roof, and a well rebuilt in 2025 with filtration and a high pressure pump. Every detail executed to the highest standard. Equidistant to the New Canaan and Wilton village centers, with Metro-North to Grand Central.

716 Cheese Spring Rd, New Canaan

18 Bates Farm Ln, Darien
$3,600,000
5 Beds ⋅ 5 Baths ⋅ 24182550 MLS
Welcome to this beautifully maintained 1994 Colonial, perfectly situated on a premier, flat, dry acre at the end of a quiet, Private Cul-de-Sac. The experience begins the moment you turn down the picturesque driveway, offering a beautiful approach and an immediate sense of privacy upon arrival. Boasting 4,423 square feet of above-grade living space, this home is bathed in incredible natural light throughout. The thoughtfully designed layout features 5 spacious bedrooms and 4.5 well-appointed baths, offering plenty of room for family and guests alike. The heart of the home provides a seamless flow and an incredible space for entertaining friends and family, whether hosting formal dinners or casual weekend gatherings. A massive, versatile bonus recreation room sits privately over the 3-car garage-perfect for a playroom, media center, home gym, or an expansive home office. Step outside to enjoy the sprawling, level backyard, a rare find that offers endless possibilities for outdoor fun, gardening, or relaxation. Impeccably cared for - freshly painted inside and out and ready for its next chapter, this exceptional Darien property is just waiting for its new owners to move in and start making memories. Turnkey convenience meets timeless elegance in an unbeatable location!

18 Bates Farm Ln, Darien

37 Arch St, Greenwich
$3,600,000
8 Beds ⋅ 3 Baths ⋅ 24174202 MLS
Potential for residential conversion in the heart of downtown Greenwich. Located just two doors from Greenwich Avenue and moments from the Metro-North train station, 37 Arch Street presents an exceptionally rare opportunity to create a one-of-a-kind in-town residence, mixed-use property, or continue as boutique commercial space. Situated within the Central Greenwich Business District zone, the property offers potential for residential, mixed-use, office, retail, or medical use (buyer to conduct all due diligence with the Town of Greenwich). This charming circa-1815 Federal-style building offers approximately 3,090 SF on an oversized 8,158 SF lot with the rare convenience of 8 on-site outdoor parking spaces plus 2 garage spaces - an extraordinary amenity for downtown Greenwich. The property is currently configured as executive office space and is in excellent condition, providing flexibility for investors, developers, or owner-users seeking immediate income while planning a future conversion or redevelopment. Prime walk-to-town location near Greenwich Avenue's luxury shopping, restaurants, parks, and transportation in one of Fairfield County's most sought-after downtown locations.

37 Arch St, Greenwich

37 Arch St, Greenwich
$3,600,000
3 Baths ⋅ 24174195 MLS
37 Arch Street presents a rare opportunity to own a boutique commercial building in the heart of downtown Greenwich, just two doors from Greenwich Avenue and moments from the Metro-North train station. This charming Federal-style property, circa 1815, is configured as executive office space and offers approximately 3,090 SF on an oversized 8,158 SF lot. The building is in excellent condition and features strong in-place tenancy, making it ideal for investors, owner-users, or potential redevelopment opportunities. Exceptionally rare for downtown Greenwich, the property includes 8 on-site outdoor parking spaces plus 2 garage spaces. Current tenant leases include 90-day vacate clauses, offering flexibility for a future owner-user seeking near-term occupancy. Located in the Central Greenwich Business District zone, the property offers potential for a wide variety of permitted uses including office, medical, retail, and possible residential conversion opportunities (buyer to verify all uses with the Town of Greenwich). Prime walk-to-town location near the Metro-North train station, luxury retail, restaurants, parks, and all the amenities of downtown Greenwich, in one of Fairfield County's most desirable commercial corridors.

37 Arch St, Greenwich

455 Stonington Rd, Stonington
$3,595,000
7 Beds ⋅ 6 Baths ⋅ 24189710 MLS
Exquisite Stonington Estate. Set amidst 10.19 manicured acres of breathtaking privacy and natural beauty, the extraordinary Crossover Estate offers the very best of refined coastal living just moments from the charming Stonington Borough and Historic Downtown Mystic. The best of One-Level Living. This exceptional family compound is bordered by a tranquil pond and brook on one side, with a picturesque estuary leading to Long Island Sound on the other. Ideally positioned between Boston and New York City, and only minutes to Mystic, Watch Hill and the Mystic Amtrak station, this remarkable estate offers effortless access for both weekend escapes and year-round enjoyment. The best of one-level living with an expansive and luxurious primary suite. The stunning main residence features 4 spacious bedrooms, 3 Full 2 Half beautifully appointed baths, designed with elegant comfort and seamless entertaining in mind. Exceptional interior finishes include a gourmet chef's kitchen with premium Wolf appliances, steam oven, microwave drawer, custom cabinetry, and sophisticated designer details throughout. Complimenting the main residence is a charming 3 Bedroom 1,276 Sq Ft Guest House, along with a spectacular pool and pool house complete with full kitchen, bath, and sauna, and Sports Court. Also - Main House with 3 Br Guest House, Pool with Pool House and Sports Court situated on 10.19 manicured acres and including 11.07 acre building lot are available for $4,459,000. Continued:

455 Stonington Rd, Stonington

Betts Island, Norwalk
$3,500,000
2 Beds ⋅ 1 Baths ⋅ 24148140 MLS
Opportunities like this are exceedingly rare. Betts Island is one of just 10 private islands off the coast of Norwalk, offering a uniquely private coastal setting and a canvas for imagination. Located approximately one mile offshore, the island is distinguished by its natural land bridge, which connects its two halves and creates a protected cove long favored by boaters. A small bungalow currently sits on the island, and future development options may be explored. Shaped by retreating glaciers more than 17,000 years ago, the Norwalk Islands form a remarkable archipelago scattered across Long Island Sound. For generations, they have attracted boaters, kayakers, and those drawn to a quieter, more adventurous relationship with the coast. Rich in maritime history and surrounded by protected waters, portions of the island chain are preserved within the Stewart B. McKinney National Wildlife Refuge, helping maintain the natural beauty, wildlife, and sense of escape that define this rare environment. A setting for those who appreciate that true privacy often lies just beyond easy reach. Also for sale is Calf Pasture Island which is MLS #24147619.

Betts Island, Norwalk

Calf Pasture Island, Norwalk
$3,500,000
3 Beds ⋅ 4 Baths ⋅ 24147619 MLS
Opportunities like this are rare. Calf Pasture Island is one of just 10 private islands off the coast of Norwalk, offering a uniquely private coastal setting and a blank canvas for imagination. Properties like this remain in the same hands for many decades and do not come up for sale often. Located approximately a half mile offshore, it is among the closest islands to the mainland and takes its name from the cattle once kept there. The island is easily accessible from Norwalk Harbor and the Saugatuck River, making it a convenient yet distinctly separate retreat. A small A-frame structure currently sits on the island, and future development options may be explored. Shaped by retreating glaciers more than 17,000 years ago, the Norwalk Islands form a rare archipelago scattered across Long Island Sound. For generations, they have attracted boaters, kayakers, and those drawn to life just beyond the shoreline. Rich in maritime history and surrounded by protected waters, portions of the island chain fall within the Stewart B. McKinney National Wildlife Refuge, helping preserve the natural beauty, wildlife, and sense of escape that define this remarkable setting. A place for those who appreciate that true privacy often lies just beyond easy reach. Also for sale is Betts Island which is MLS #24148140.

Calf Pasture Island, Norwalk

35 Schoolhouse Rd, Roxbury
$3,495,000
4 Beds ⋅ 5 Baths ⋅ 24201025 MLS
Subtle Sophistication in A++ Roxbury Locale. Perfectly sited in an estate area of Roxbury on a quiet country road, this renovated country cottage exudes understated elegance & modern comfort. Main house offers one-level living & turn-key perfection, w/chic kitchen featuring custom cabinetry, stainless steel appliances, it flows seamlessly into the dining room. Dramatic great room w/floor-to-ceiling glass & fireplace anchors the living spaces, opening directly to large deck for effortless outdoor entertaining & picturesque views of the grounds. There are 4 ensuite bdrms, incl a stunning 1st-flr primary suite w/sitting room, gas fireplace, 2 fully built-out walk-in closets, & French doors leading to a private terrace with outdoor fireplace. Cozy library/den with built-ins and a versatile lower-level bonus space are ideal for an art studio or private home office. Add'l highlights incl a steam shower, smart-home features, radiant heat w/hydro-air backup, 2 washers & dryers. Dramatic post-and-beam guest house w/ vaulted ceiling, balcony, & full kitchen sits above a 2 car garage and prep kitchen, offering a private retreat complete w/its own washer/dryer. The grounds are exceptional-mature trees, stone walls, a pond, sweeping lawns, and lush gardens surrounding a heated gunite pool. Expansive porches and terraces provide seamless indoor-outdoor living, ensuring total privacy. Minutes from The Mayflower Inn, town center and close to acres of Roxbury Land Trust. 90 min to NYC.

35 Schoolhouse Rd, Roxbury

11 Butternut Hollow Rd, Greenwich
$3,495,000
5 Beds ⋅ 6 Baths ⋅ 24185738 MLS
Sun-filled Colonial set on 2 private acres with desirable east/west exposures, offering exceptional privacy and natural beauty. Thoughtfully updated throughout, the home features a renovated gourmet kitchen with premium appliances, breakfast area, and seamless connection to the family room. French doors open to a terraced deck overlooking lush grounds, mature landscaping, a charming bridge, and tranquil lush green views. The second floor offers four bdrms including a spacious primary suite with luxury bath, dressing area, and custom closets.The finished walkout lower level with full bath provides flexible space for guests, recreation, home office, gym, nanny, or in-law suite. Recent improvements include Andersen windows and doors, generator, updated mechanicals, irrigation, security system and more!

11 Butternut Hollow Rd, Greenwich

284 Park St, New Canaan
$3,450,000
5 Beds ⋅ 5 Baths ⋅ 24207854 MLS
A rare find in the heart of New Canaan - walkable to both town and train - this beautifully renovated (2012-2014) 4/5 bedroom, 5 bath home features a backyard oasis few properties can match. Inside, a beamed cathedral ceiling soars above the great room, where a grand arched hearth of rare scale invites long fireside evenings. Mornings, gather around the marble island in the chef's kitchen, outfitted with top-of-the-line appliances and open to the family room. A den/study, bedroom or office, full bath, powder room, huge mudroom, and laundry complete this level's easy flow. The upper floors feature a primary bedroom with its own fireplace, walk-in closet and marble bath; two additional bedrooms; a third-floor suite with bath - and there's even an exercise room over the garage. Then comes the surprise: behind the house, towering evergreens and fieldstone walls enclose a secret garden so private you'd never guess that town is steps away. As dusk falls, the heated pool and spa glow, while the fire pit flickers. This special property is not to be missed.

284 Park St, New Canaan

20 Locust Hill Rd, Darien
$3,449,000
5 Beds ⋅ 5 Baths ⋅ 24170829 MLS
Welcome to 20 Locust Hill Road, a stunning in-town, new construction opportunity in Darien, CT. This now completed modern colonial/farmhouse-style home, constructed by an experienced builder renowned for high-end residential properties throughout Fairfield County, offers 5 bedrooms, 4.5 bathrooms, and an expansive 4,897 square feet of living space. Situated on a generous .50 acre in-town lot, this home provides ample space for comfortable living and entertaining. Upon entering, you'll be greeted by the spacious layout, featuring a thoughtful floor plan with an abundance of natural light and high-end finishes. The main level boasts a chef's eat-in kitchen with top-of-the-line appliances, a welcoming family room, formal dining room and home office plus a convenient 3-car attached garage. Upstairs, the sumptuous primary bedroom suite with his & her walk-in closets, creates a serene retreat. 4 additional generously sized bedrooms, a bonus room and an oversized laundry room round out the two upper level offerings. A full basement and numerous closets on each level provide ample storage options. Located near the new Corbin Drive Downtown Darien Development, this home offers easy access to a range of amenities, including both town beaches. Don't miss the chance to make this exceptional property your own.

20 Locust Hill Rd, Darien

9 Ashley Ln, Sherman
$3,400,000
5 Beds ⋅ 6 Baths ⋅ 24208088 MLS
This contemporary cedar and stone construction home occupies one of Sherman's most spectacular settings. Set on 102.2 acres, the property provides complete privacy, panoramic mountain views, rolling open meadows, a tennis court, and a recently refinished gunite pool. The home features five bedrooms, five and a half bathrooms, and three levels of living space. Double teak entry doors open to a two-story foyer and an expansive, open-concept main level. At its center is a sunken living room with a floor-to-ceiling fieldstone fireplace and dramatic walls of windows. The adjoining dining room and kitchen both provide direct access to the wraparound deck. Also on the main level are a heated three-car garage, powder room, and spacious en-suite bedroom. Upstairs, a second primary suite offers exceptional flexibility and includes a generously sized bathroom, office area, dressing room with two walk-in closets and a sink, sauna, and sliding glass doors opening to a private deck overlooking the rolling hills. Two additional bedrooms and a Jack-and-Jill bathroom complete the upper floor. Designed for both entertaining and relaxation, the lower level includes a large family room, reading nook, gym area, laundry room, two bedrooms, and two full bathrooms. Sliding glass doors open to a pathway leading directly to the freeform pool, which was fully restored this summer to be enjoyed for years to come.

9 Ashley Ln, Sherman

51 Gabb Rd, Bloomfield
$3,400,000
24209004 MLS
A truly one-of-a-kind opportunity in Bloomfield! Set at the end of a private drive on approximately 8.7 acres, 51 Gabb Road offers an extraordinary 36,100 SF institutional building plus a separate 2,286 SF single-family home. Formerly home to the Bess & Paul Sigel Hebrew Academy, this architecturally distinctive property is now vacant and ready for its next chapter. The expansive interior features flexible open floor plans, classrooms, offices, a full gymnasium, cafeteria and commercial kitchen, library, multiple restrooms, elevator access, and an unforgettable domed skylight/assembly space. Outside, enjoy a private, wooded setting with ample paved parking, open fields and room to envision something entirely new. Zoned R-20 and approved for institutional use, the property presents a range of possibilities-from continued educational, community, medical, recreational or faith-based use to adaptive reuse or potential residential redevelopment, subject to Town of Bloomfield approval. Ideally located just minutes from Bloomfield Avenue, adjacent to West Hartford and convenient to Hartford, I-84 and I-91. A property of this size, character, privacy and flexibility is rarely available in Central Connecticut-bring your vision!

51 Gabb Rd, Bloomfield

259 N Main St, Stonington
$3,395,000
7 Beds ⋅ 7 Baths ⋅ 24202586 MLS
Cove Lawn - Historic Italianate Estate with Water Views & Guest House. Walk to Stonington Borough. Experience the charm of village living just moments from Historic Stonington Borough at Cove Lawn, a magnificent c.1860 Italianate estate steeped in local history and timeless elegance. Ideally located just a short stroll to the Borough's deep-water marinas, boutique shopping, seaside cafes, and fine restaurants, this extraordinary property offers the rare combination of estate privacy with walkable coastal village convenience. Set on 3.19 beautifully landscaped acres, the property features a stately 7-Bedroom, 5-Full and 2-Half Bath main residence, an attached au pair apartment, a sparkling inground pool, a charming 2-Bedroom, 1 1/2-Bath guest house, and an impressive three-bay garage/barn of approximately 2,000 sq. ft. The elegant 7,060 sq. ft. main residence has been carefully restored and thoughtfully modernized while preserving its historic architectural character. Inside, graceful 10+ foot ceilings, original hardwood floors, numerous marble fireplaces and exquisite period moldings create a sense of grandeur throughout. Many rooms capture lovely water views, bringing the beauty of the nearby harbor into everyday living. The 1,098 sq. ft. 2 Bedroom guest house provides ideal accommodations for extended family, guests, or caretakers, while the expansive grounds offer privacy and serenity rarely found so close to the village center.

259 N Main St, Stonington

112 Vista Rd, Wilton
$3,350,000
6 Beds ⋅ 7 Baths ⋅ 24185894 MLS
Located moments from Wilton Town Center, this fully reimagined 6-bedroom, 5.2-bath residence blends timeless character with modern luxury. Set on more than two pristine acres with a designated pool site and overlooking the Silvermine River, the home has been extensively renovated, showcasing exceptional craftsmanship and thoughtful design throughout. The interior features 9-foot ceilings, Brazilian cherry floors on the main level, red oak upstairs, and custom millwork. Designer finishes, modern lighting, and integrated smart-home technology complement a spacious layout ideal for entertaining and everyday living. The lower level offers two large rooms, each with walk-out access, a fireplace, a full bath, and an additional room that could serve as a bedroom, providing flexible space for nanny or in-law use, guest quarters, recreation, or a private home office. Bespoke cabinetry, premium fixtures, and top-tier appliances elevate each room. Additional highlights include commercial-grade mechanical systems, a Kohler true full-house 48 KW generator, advanced home technology and security, and a lifetime shingle roof with warranty and copper flashing. Outdoors, refreshed landscaping, mahogany deck and porch, and upgraded hardscaping create a private, inviting setting for gatherings or quiet enjoyment.

112 Vista Rd, Wilton

321 Oenoke Rdg, New Canaan
$3,300,000
3 Beds ⋅ 4 Baths ⋅ 24208523 MLS
An elegant Regency-style residence with dramatic architectural presence is positioned in a premier location just moments from the village. Inside, ten-foot ceilings and Palladian windows flood the home with natural light. From the barrel-vaulted living room-a true Grand Salon-to the striking onyx-floored dining room, the interior spaces flow effortlessly to an expansive terrace, creating an unforgettable setting for both grand entertaining and quiet family relaxation. Offering a rare opportunity for luxurious, SINGLE-LEVEL living, the home seamlessly pairs grand scale with absolute privacy. The thoughtfully designed floor plan features a chef's kitchen, a sun-drenched breakfast room, a recreation/playroom, three en-suite bedrooms, and an elegant powder room. Outside, 1.25 acres of sweeping private lawns surround an impressively sized swimming pool, offering a private oasis. This exceptional residence is located in New Canaan, widely considered the most beautifully preserved New England town within one hour of New York City. Renowned for its unique design, the town's vibrant boutiques, fine dining, outstanding schools, and services are clustered in one charming, walkable center, with the residential community radiating outward in quiet, leafy tranquility.

321 Oenoke Rdg, New Canaan

189 Middlesex Ave, Chester
$3,300,000
24188369 MLS
Prime Investment Opportunity in Chester, CT Presenting 189-191 Middlesex Avenue, well located, mixed-use property offering an exceptional investment opportunity in the heart of Chester, Connecticut. This 21,905 SF complex features a mix of retail, office, and residential spaces, with long-term tenants, ensuring stability and consistent revenue. Property Highlights * Fully Leased with established tenants * Strong financials 2026 * Significant annual increases and pass-through for operating expenses * Ample on-site parking for tenants and visitors * High visibility on a well-trafficked state road * Well-maintained by current ownership for 19 years Location Benefits * 3.02-acre lot in a desirable commercial zone (C) * Built in 1986, offering modern infrastructure * Convenient access to Route 9 and Exit 3 on Route 154 * Proximity to Chester Village-a vibrant hub of dining, shopping, and scenic attractions About Chester, CT Nestled along the Connecticut River, Chester boasts a unique blend of New England charm and commercial opportunity. Its historic appeal, picturesque views, and strong community make it an attractive destination for businesses and residents alike. This turnkey investment offers immediate and long-term financial rewards in a thriving market. Don't miss out on securing a property with both stability and future growth potential.

189 Middlesex Ave, Chester

347 Nod Hill Rd, Wilton
$3,250,000
4 Beds ⋅ 5 Baths ⋅ 24168316 MLS
Set on one of Wilton's most coveted roads, this exceptional custom colonial is beautifully sited amid mature gardens, sweeping lawns and sunset views. Outdoor living is a highlight with a stunning pool, expansive stone patio, authentic Argentine Asado grill and level recreation lawn-an ideal setting for football and soccer games on Thanksgiving, entertaining and gatherings. Inside the main residence, timeless architecture, exquisite millwork, soaring ceilings and expansive windows create light-filled interiors. The renovated gourmet kitchen opens to gracious living spaces, including the great room with floor to ceiling stone fireplace, an elegant dining room for hosting large dinner parties and a warm and inviting family room with gas fireplace and built-ins. The first-floor primary suite features a sitting room, dual walk-in closets, built-ins and spa bath. Upstairs are three spacious bedrooms with window seats and a handsome home office. Connected by a breezeway, the 1,384 SF guest house offers a private entrance, bedroom, full bath, kitchenette, fireside living room, loft and additional living space.Attached and detached 2-car garages, potting shed, storage and circular drive complete this special property. This Nod Hill Road home is truly special.

347 Nod Hill Rd, Wilton

32 Bernhard Dr, Weston
$3,200,000
4 Beds ⋅ 6 Baths ⋅ 24206702 MLS
Welcome to an exceptional luxury retreat in the heart of Weston, where privacy, elegance, and resort-style living come together in a truly remarkable setting. Privately positioned at the end of a long driveway on a desirable cul-de-sac, this distinctive estate offers an extraordinary lifestyle with sophisticated indoor and outdoor spaces designed for both grand entertaining and everyday enjoyment. Step outside to your own private resort, featuring a gunite heated swimming pool, jacuzzi, expansive stone patio, outdoor shower and beautifully appointed outdoor entertainment area with a fully equipped outdoor kitchen. Surrounded by mature landscaping and tranquil natural beauty, the outdoor spaces create the perfect setting for al fresco dining, summer gatherings, or quiet evenings under the stars. The residence offers 5 bedrooms, 5 full bathrooms, and 3 half bathrooms, along with an impressive array of thoughtfully designed spaces, including a billiard room, wine cellar, exercise room, recreation room, office, sunroom and family room. An additional attic level offers a finished room and versatile bonus space, providing even more room for guests, hobbies, or personal use. Every detail reflects a commitment to comfort, entertaining, and refined living. A 3-car garage adds convenience and ample space for vehicles and storage. From the grand approach and peaceful cul-de-sac setting to the exceptional amenities and expansive indoor-outdoor living spaces.

32 Bernhard Dr, Weston

22 Stone Rd, Madison
$3,200,000
5 Beds ⋅ 4 Baths ⋅ 24203132 MLS
Experience coastal Madison living with beach rights in this to be built 5-bedroom, 3.5-bathroom home featuring 4,937 square feet of high-end craftsmanship. Designed with an airy, open layout, the main level boasts 9'+ ceilings, Red Oak hardwood floors, and a chef's kitchen equipped with white Shaker cabinetry, quartz countertops, a butler's pantry, and premium Sub-Zero, Wolf, and Bosch appliances. Modern efficiency meets high design with 4-zone HVAC and tankless hot water. Upstairs, unwind in luxurious porcelain-tiled baths complete with Kohler fixtures, custom glass-door showers, and a soaking tub. Outside, enjoy a large main deck, covered front entry, landscaped grounds, and a spacious 3-car garage all just minutes from the shoreline, local schools, and downtown Madison.

22 Stone Rd, Madison

17 Pine Ridge Rd, Woodbridge
$3,200,000
4 Beds ⋅ 4 Baths ⋅ 24194459 MLS
Offered Fully Furnished. Set within nearly three private acres of mature woodland, Winnick Retreat is a reimagined mid-century modern residence where architecture, landscape and everyday life exist in quiet balance. Originally built in 1962 designed by Yale's very own Herbert S. Newman, the home is defined by its low horizontal profile, deep roof planes, clerestory windows and expansive walls of glass. A dramatic two-story central atrium draws natural light through the interior, while nearly every principal room maintains a direct visual connection to the surrounding trees, gardens and changing seasons.Inside, approximately 4,134 square feet of living space offers four bedrooms and three-and-one-half bathrooms. Warm wood, natural stone and glass create interiors that feel composed rather than formal. The renovated primary suite, custom kitchen and carefully updated living spaces respect the home's architectural character while supporting contemporary life. The property's recent transformation extends far beyond the interior. Landscaped grounds now unfold as a sequence of private experiences: a swimming pool with fire and water features, pool cabana, barrel sauna, fire-pit courtyard, outdoor fireplace and Har-Tru tennis court. Terraces, balconies and garden paths connect living spaces to the natural setting. Recreation and restoration become part of the daily rhythm. Mornings begin with a warm drink on the balcony underneath the tree canopy.

17 Pine Ridge Rd, Woodbridge

30 Jordan Ln, Wethersfield
$3,200,000
24175635 MLS
Striking three-story brick office building set on a beautifully landscaped, established site in Wethersfield's professional corridor! Find presentable curb appeal with red brick, a dormered roofline, and mature plantings. Three floors served by elevator, with a sizable ~158-space parking lot. Substantially renovated and significantly upgraded, with over $1.1M of documented capital investment in building systems, common areas, a refreshed lobby, and a full medical-grade second-floor buildout. Two long-term tenants anchor the building today, a medical practice and a home-care services group, providing strong in-place income. Well-suited for an owner-user: a medical group, specialty practice, or professional firm can occupy anywhere from 5,000 to 18,000 SF while the in-place leases help carry the building. The available space is flexible, with a spacious first floor (~10,000 SF) subdivideable into multiple configurations, and a large, light-filled open-plan upper floor (~8,000 SF) that works as a single tenant's space or carved into smaller suites. The building is a natural fit for a range of medical specialties, as well as professional users. The established medical cluster a mile away on Silas Deane Highway reinforces the address for any healthcare user. Easy highway access is an advantage too, with I-91 less than a mile away and downtown Hartford a ten-minute drive. An excellent opportunity to own a substantially improved, income-producing professional address!

30 Jordan Ln, Wethersfield

6 Hoyt Rd, Sherman
$3,200,000
3 Beds ⋅ 2 Baths ⋅ 24069608 MLS
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.

6 Hoyt Rd, Sherman

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