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4041 Redding Rd, Fairfield
$1,400,000
5 Beds ⋅ 4 Baths ⋅ 24180399 MLS
Compelling Value in Greenfield Hill! Nestled amid mature trees and natural surroundings, this 5-bedroom, 4-bath home offers an exceptional combination of space, privacy, and functionality. The open living room and family room provide flexible living spaces with seamless access to the covered porch and expansive deck overlooking the peaceful setting and side yard. The spacious eat-in kitchen features abundant workspace, generous cabinetry, and room for casual dining. Adjacent to the kitchen, the dining room is equally suited for everyday meals and special occasions. A mudroom located just off the kitchen provides its own entrance and access to the oversized three-car garage. A unique spiral staircase offers secondary access to the primary suite. A dedicated main-level office and full bath add convenience and versatility. Upstairs, the spacious primary suite is complemented by four additional bedrooms and two full baths. The finished lower level provides generous bonus space for a playroom, media room, fitness area, or recreation room beyond the reported square footage. In addition to the attached three-car garage, a detached two-car garage offers valuable extra space for vehicles, bikes, equipment, hobbies, or creative use. Enjoy a private setting approximately 15 minutes from Fairfield Center, Westport, Easton, and Weston, with convenient access to shopping, dining, recreation, and transportation.Greenfield Hill living at an exceptional value!

4041 Redding Rd, Fairfield

130 Stillson Rd Unit 130, Fairfield
$1,400,000
3 Beds ⋅ 3 Baths ⋅ 24176463 MLS ⋅ Oaks BLDG.
Sophisticated, sun-filled, and beautifully scaled, this exceptional 3 bed/2.1 bath end-unit residence in The Oaks offers the comfort of single-family living with the ease of a luxury townhouse lifestyle. A grand two-story foyer welcomes you into elegant interiors featuring 9-foot+ ceilings, rich architectural moldings, wallpaper details, and sunlit entertaining spaces centered around a warm gas fireplace. The updated bright white kitchen with granite countertops flows effortlessly into the main living areas and out to a large private patio - an ideal setting for entertaining or quiet mornings surrounded by the privacy only an end unit can provide. The highly desirable main-level primary suite includes a recently updated bath, creating the perfect layout for effortless everyday living. Laundry/mudroom conveniently located on the main level. Upstairs, two spacious bedrooms, a full bath, and an open area offering exceptional flexibility for guests, home office space, or hobbies. Complete with an attached two-car garage and full unfinished basement with tremendous storage and future possibilities, this refined home delivers timeless style and low-maintenance living in one of Fairfield's most coveted communities. Located within minutes to shopping, downtown, trains, and more!

130 Stillson Rd Unit 130, Fairfield

104 Harvest Commons Unit 104, Westport
$1,400,000
2 Beds ⋅ 3 Baths ⋅ 24175833 MLS ⋅ Harvest Commons BLDG.
Beautifully updated with main level primary suite and abundant additional living space for family and guests in this move-in ready townhouse. You will love the soaring ceilings, the open and very flexible floor plan and natural light that fills this home throughout the day. Enjoy coffee or dinner al fresco on your dedicated private patio - so rarely found in a condominium community. Almost fully revamped with high quality materials and a simple but stunning palette that will appeal to every taste and decor. One of the largest 2 bedroom 2.5 bath models, this unit includes an upper level open loft or office plus a finished lower level for your home theater or gym and extensive storage in the unfinished area. Every detail has been considered for comfort and peace of mind, including a generator and hard-wired security system. Harvest Commons is a vibrant and well managed community with pool, pool house and tennis courts. Ideally located close to shopping, dining, Metro North and our beaches. No need to downsize - this is an opportunity to "right size" and enjoy all the advantages of a home, without the headaches.

104 Harvest Commons Unit 104, Westport

284 Keeler Dr, Ridgefield
$1,400,000
4 Beds ⋅ 4 Baths ⋅ 24175411 MLS
Classic Center Hall Colonial beautifully sited in one of Ridgefield's most sought-after subdivisions offering exceptional amenities - pool, tennis, clubhouse, recreation fields + volleyball. Timeless architecture + beautifully scaled rooms define this pristine residence designed for comfortable everyday living. A gracious Foyer introduces refined interiors highlighted by handsome HW floors, detailed millwork & abundant natural light. Spacious Chef's Eat-In KIT serves as the heart of the home w/custom cabinetry, quality appliances, generous prep space. Stunning 4 Season SunRm is perfect for morning coffee. Nearby Family Rm w/FP offers warmth & architectural character, while Living & Dining Rms provide the ideal backdrop for gatherings. Rounding out this level is a spacious Home Office & newer Half Upper Level features a luxurious Primary Suite w/spa-inspired Bath + walk-in closet, 3 Spacious BR's + beautifully updated Bath. Finished Lower Level features a very comfortable Bedroom Suite or add'l flex space, Full Bath, Mud Rm and more than ample storage. Outdoor living is equally impressive w/expansive entertaining areas, mature specimen plantings & beautifully manicured grounds creating a private retreat-like setting. Enjoy an exceptional lifestyle minutes to top restaurants, shopping - Whole Foods, Danbury Mall etc. Close to schools & Ridgefield Golf Course. Easy access to vibrant downtown Ridgefield. Excellent North/South commute + nearby Metro North train for NYC access.

284 Keeler Dr, Ridgefield

36 Down River Rd, New Canaan
$1,400,000
4 Beds ⋅ 2 Baths ⋅ 24171736 MLS
Have you ever imagined living at the end of a cul-de-sac, where neighbors gather and a true sense of community naturally unfolds? Welcome to 36 Down River Road, a special offering that combines privacy, convenience, and everyday beauty. Set against the backdrop of a peaceful river, the property offers a serene escape. From the deck, the gentle sound of the water creates a calming, spa-like atmosphere, making it the perfect place to relax and unwind. Inside, the spacious living room features a fireplace and opens directly to the deck, creating a seamless connection between indoor comfort and outdoor living. The inviting family room boasts impressive ceiling height, a space so warm and welcoming you may never want to leave. The home offers flexibility with two options for a primary bedroom, one on the first floor and another on the second. The upstairs bedrooms feature built-ins and shelving, share a bathroom, and include a second bedroom with a generously sized walk-in closet. Ideally located, you can enjoy a true walk-to-town lifestyle with easy access to schools, restaurants, specialty shops, parks, the new library, the farmers market, and the Metro-North train station.

36 Down River Rd, New Canaan

8 Windy Hill Rd, Redding
$1,400,000
4 Beds ⋅ 4 Baths ⋅ 24171032 MLS
Set on over 2 private acres in a coveted neighborhood in SW Redding, this sun-filled 4 BR Colonial blends timeless style, scale and effortless living. Designed for both entertaining and daily life, the main level centers around a spacious EIK w/center island, all-new appliances and seamless flow to the adjoining family room w/gas fireplace. Sliders open to the deck and grounds beyond, creating an easy indoor-outdoor flow. A formal dining room is ideal for gatherings, while a second living room w/fireplace provides an inviting retreat. A dedicated home office with a wall of custom built-ins & a powder room complete the main floor. Upstairs, the expansive primary suite is a sanctuary, featuring dual walk-in closets and a large bath w/soaking tub. 3 additional bedrooms share an updated hall bath, while 2nd floor laundry adds convenience. The finished lower level adds versatility with a spacious recreation/media room, dedicated gym & half bath. Outside, the property truly shines. A level, usable yard is anchored by a heated gunite saltwater pool w/travertine surrounds, creating a private resort-like setting for summer entertaining and quiet afternoons. The charming barn has outstanding potential to become a pool house or studio. Minutes from Route 7, downtown Ridgefield, MetroNorth, and Topstone Park, this home delivers the rare combination of neighborhood living, privacy and convenience, just in time for summer.

8 Windy Hill Rd, Redding

28 Pony Trail Rd, Stamford
$1,400,000
4 Beds ⋅ 4 Baths ⋅ 24170555 MLS
Tucked away on two serene, park-like acres in North Stamford, 28 Pony Trail offers a refined blend of modern design and effortless living just minutes from the Greenwich border and Merritt Parkway. Natural light fills the home, enhanced by soaring vaulted ceilings and skylights that create an elevated yet inviting atmosphere with seamless indoor-outdoor flow. The property is set against a tranquil natural backdrop, complete with a gentle brook. A custom chef's kitchen by Deane anchors the home, featuring a large walnut center island, marble countertops, and a custom walk-in pantry, while living spaces extend to a large composite deck with multiple access points-ideal for entertaining or enjoying the peaceful surroundings. The Home offers two luxurious primary suites with spa-like baths, including a main-level suite with dressing area and walk-in closet. Upstairs, a second primary suite features dual walk-in closets, along with two additional bedrooms, an updated hall bath, large closets and custom built-ins. A spacious main-level office/den adds flexibility. Additional highlights include two laundry location options, a large unfinished lower level complete with gym, extensive storage, wine capacity for 500+ bottles and potential for a playroom. Enjoy close proximity to Greenwich horse trails and Greenwich Avenue, along with Metro-North access to NYC and Stamford amenities. Added features for convenience include a whole-house generator and irrigation system

28 Pony Trail Rd, Stamford

520 Main St Unit 9, Ridgefield
$1,400,000
2 Beds ⋅ 3 Baths ⋅ 24165697 MLS ⋅ Cannonfield BLDG.
Experience the pinnacle of urban sophistication in this beautifully updated and meticulously maintained end-unit townhome, right in the center of historic Ridgefield! Bathed in natural light from three sides, this residence features a masterfully designed layout, perfect for both upscale entertaining and quiet relaxation. The elegantly designed entrance offers a stone terrace for warm weather enjoyment. Rich hardwood flooring flows seamlessly throughout the entire home, anchoring the open-concept living spaces with timeless elegance. A custom designed gourmet kitchen opens to inviting living and dining areas complete with bookshelves, a wood burning fireplace and a wall of windows overlooking open space. French doors lead to an office with walls of built-in book shelving. The upper level offers a grand primary suite with gorgeous primary bath, complete with heated flooring. A double primary dressing room offers an abundance of built in drawers and space for an all-season wardrobe. A second bedroom and full bath complete this level. On the third floor, a spacious finished room provides many options for use. The finished lower level offers an additional retreat, as well as access to the two-car garage. As an end unit, you'll enjoy an added layer of privacy and a sense of space rarely found in town-center living. Step outside and you are seconds away from premier dining, boutique shopping, and local culture. This is more than a home; it's a lifestyle of effortless luxury.

520 Main St Unit 9, Ridgefield

37 Ketcham Rd, Ridgefield
$1,400,000
4 Beds ⋅ 3 Baths ⋅ 24163518 MLS
Welcome Home! Privately set at the end of a cul-de-sac on 1.10 level acres, this light-filled Contemporary offers the perfect blend of space, style, and tranquility just minutes to town. A true showpiece, the fully renovated kitchen and mudroom feature abundant custom cabinetry, stainless steel appliances, quartzite countertops, and an oversized center island, all bathed in natural light and designed for both everyday living and entertaining. Soaring ceilings and walls of windows create an airy, open feel throughout the main level, complemented by newly refinished hardwood floors. Sliders lead to a spacious Trex deck overlooking the expansive, level backyard--rare for the area and ideal for play, gatherings, or simply enjoying the surrounding privacy. The family room with fireplace, formal living and dining areas, and updated powder room complete the main level. Upstairs, the primary suite offers vaulted ceilings, walk-in closet, and full bath, along with three additional bedrooms, hall bath, and office. The finished lower level provides flexible recreation space. Nearly $200,000 in improvements since purchasing, including kitchen and main level, bathrooms, painting, and lower level upgrades. Exceptional privacy, turnkey updates, and a sought-after location only minutes to Ridgefield's vibrant town center, restaurants, shops, theaters, library and museum, and convenient access to various commuting routes to Fairfield and Westchester Counties, and trains to NYC. Welcome Home!

37 Ketcham Rd, Ridgefield

37 Haviland Ct, Stamford
$1,400,000
5 Beds ⋅ 4 Baths ⋅ 24165055 MLS
Set on a private, wooded property in a prime Stamford location, this residence blends architectural character with exceptional indoor-outdoor living. A dramatic living room with vaulted beamed ceilings and a stone fireplace opens through French doors to a terrace overlooking the front gardens. The grounds are designed for entertaining, featuring an inground pool, outdoor kitchen, and private tennis court. The home offers a distinctive artist's kitchen, breakfast nook with a built-in bench, and a dining room with custom woodwork and French doors. A first-floor office and a well-appointed laundry room with storage add everyday functionality. Upstairs, the primary suite includes a sitting room with fireplace and a conservatory overlooking the gardens and pond. Three additional bedrooms and two full baths complete the space. A detached garage with guest house above provides added flexibility. A peaceful setting with convenient access to Stamford's amenities, dining, and commuting options.

37 Haviland Ct, Stamford

273 North St, Ridgefield
$1,400,000
4 Beds ⋅ 4 Baths ⋅ 24156239 MLS
Enjoy the best of Ridgefield living in this beautifully designed Colonial Farmhouse set on over an acre just minutes from town. With over 4,000 square feet, this home offers timeless charm and exceptional space for everyday living and entertaining. The sun-filled kitchen features soapstone countertops, a farmhouse sink, and a dining area surrounded by expansive windows. The main level also includes a spacious family room, formal living and dining rooms, a powder room, and a mudroom with laundry just off the oversized two-car garage. Upstairs, dual staircases lead to a versatile loft ideal for a family room, office, or lounge. The primary suite offers a spa-like bath with soaking tub and dual walk-in closets. Three additional bedrooms, two full baths, and a flexible room that can serve as a fifth bedroom, playroom or office complete the second floor. The partially finished lower level adds valuable flex space. Outdoor living shines with a classic front porch, expansive deck, and stone patio perfect for entertaining or relaxing. Located just a short drive to Ridgefield's historic downtown, consistently ranked by CT Magazine as one of the Best Places to Live, with award-winning schools and convenient access to I-684, 70-minute NYC commute.

273 North St, Ridgefield

35 Golf View Dr, Easton
$1,400,000
4 Beds ⋅ 4 Baths ⋅ 24158932 MLS
Welcome to this beautifully, renovated colonial, nestled in a quiet cul-de-sac in desirable Easton, Connecticut. Set on nearly 2 acres of professionally landscape property, this charming, four bedroom home offers the perfect blend of privacy, comfort, and classic New England character. Inside, you'll find spacious living areas filled with natural light, including a stunning family room featuring a soaring Cathedral ceiling and a stone fireplace- an inviting focal point for gatherings year round. Glass doors open from the family room to an impressive 60 foot deck that spans the back of the home, creating an ideal space for outdoor entertaining while overlooking the expansive backyard. The remodeled kitchen features newer, stainless steel Bosch appliances, a large center island and quartz countertops. Windows overlook the spacious backyard filling the space with natural light. The home includes four generously sized bedrooms, two full redone bathrooms, and 2 half baths. A finished basement provides additional living space perfect for a recreation room, home office, or gym. Recently repainted inside and out the property is truly move-in ready. Located just minutes from the public Smith Richardson Golf Course, this home offers exceptional convenience for golf enthusiasts, while maintaining a peaceful residential setting. This is a rare opportunity to own a beautifully updated home on a large, private lot in one of Easton's most sought after neighborhoods.

35 Golf View Dr, Easton

84 Delaware Rd, Easton
$1,400,000
5 Beds ⋅ 5 Baths ⋅ 24146550 MLS
Welcome to 84 Delaware Road, a thoughtfully expanded colonial with timeless style and modern comfort. Step on to the cozy front porch and you will know that this home is special. Enter into the 2-story foyer which is flanked by the living room and the dining room with pretty molding and Venetian chandelier. The center of the home is the chef's kitchen with 2 five ft. islands, perfect for gathering & prepping. There are stainless appliances including a 6 burner Viking range, walk-in-pantry, granite & quartz counters & a stainless farm sink. The breakfast area looks out the pretty bay window and opens directly to the family room with vaulted ceiling, stone fireplace, and hi-def 4K projector. A full bedroom suite that is great for guests is on this level as well as a separate office with built-ins. Up to the second floor the primary bedroom features 2 walk-in-closets, a sitting area & a primary bath with walk-in-shower, tub and dual vanities. There are 2 additional bedrooms that share a hall bath with double sinks & a laundry room on this upper level. It is completed with one additional bedroom suite with walk-in-closet. From the 3 car garage you enter the lower level to a mudroom with cubbies, plus a large recreation room and exercise area with wall-to-wall carpeting. Tucked on a quiet private lane, but with easy access to shopping & commute, you will love this lower Easton home! Notable features: city water, natural gas, central air & auto generator.

84 Delaware Rd, Easton

19 William St, Darien
$1,400,000
3 Beds ⋅ 2 Baths ⋅ 24134820 MLS
Charming Renovated Home with Separate Income Potential - Minutes to Train & Shopping! Don't miss this rare opportunity to own a beautifully renovated home and cottage in the heart of Darien. This move-in ready home features 3 spacious bedrooms, 2 full baths, whole house generator and has been thoughtfully updated throughout creating a turnkey retreat. Renovation list available at the property. Set on two individually taxed plots sold together (.12 and .11 acres), 19 William Street and 19 Henry Street. This property is a serene oasis complete with stunning gardens, professional landscaping and a detached 2-car garage. An added bonus: a fully equipped 808sf 2 bedroom, 1 bath private auxiliary cottage on the property, currently tenant occupied, perfect for guests, extended family, or rental income. Enjoy coastal living with proximity to Darien's beaches, parks, and the vibrant Noroton Heights revitalization - just steps from shops, restaurants, and the train making commuting a breeze.

19 William St, Darien

21 Maplewood Ave, Westport
$1,400,000
4 Beds ⋅ 3 Baths ⋅ 24125664 MLS
Step into a world of moon dances and magic at 21 Maplewood Avenue, Westport, CT. This beautifully renovated home sings with sophistication and modern charm and character, offering a boutique-like living experience that resonates with timeless melodies. Unparalleled workmanship, led by award winning female builder and team who envisioned, created and completed a massive renovation thoughtfully touching every major component of the home. New siding, roof, gutters, windows (where needed), energy efficient electric heat pump HVAC system all add to the integrity of the existing structure. The redesigned layout resulted in a sun filled foyer with direct line of sight to the oversized, over-the-sink kitchen window highlighting the private back deck and garden. With a now seamless interior flow, including new first floor bedroom suite, wide plank white oak flooring, elevated lighting fixtures throughout, this team created a like-new construction experience. Flexible spaces offer a plethora of possibilities to suit every lifestyle need. The repurposed and customized gourmet kitchen with high end appliances sets a culinary stage. Outside, find your own oasis, offering tranquility and a perfect spot for intimate moments or lively get-togethers. This home is where the days like this, come to life, creating a harmonious blend of modern luxury and lyrical inspiration. Imagine a bright side of the road existence while taking a short walk to all cultural experiences that Westport offers.

21 Maplewood Ave, Westport

17 Grays Farm Rd, Weston
$1,400,000
4 Beds ⋅ 4 Baths ⋅ 24113400 MLS
Stonehaven: Located on a coveted cul de sac on two acres in lower Weston, this meticulous home was rebuilt and expanded in 2015, Professionally crafted stone pillars, walls, and patios, and a sweeping circular driveway create exceptional curb appeal in a serene cul-de-sac setting. The heart of the home is the chef's kitchen-anchored by a massive island and high end appliances; Wolf, Subzero, Asko. Large rooms, including a sun room with windowed walls and passive solar heat, and your choice of a first or second floor primary with tons of closets gives you much needed choices. Freshly finished hardwood floors, French doors and sliding doors open to a private, expansive backyard. The massive unfinished basement, under the entire house, has a walk-out with its own has incredible possibilities. Thoughtfully designed exterior spaces and stone patios are perfect for dining and entertaining. This rare property offers space, style, and the best of Weston and Westport living and is a home that adapts beautifully to all of your needs.

17 Grays Farm Rd, Weston

185 Interlaken Rd, Stamford
$1,400,000
5 Beds ⋅ 5 Baths ⋅ 24124440 MLS
Set back from the road and set on two level acres, this stately all-brick colonial feels private yet perfectly connected to everyday conveniences. With nearly 6,300 sq ft of finished living space across four levels, the home offers room for everyone, including a separate entrance to a flexible in-law or guest suite. Inside, the warmth of hardwood flooring carries through every room. The heart of the home is the modern kitchen with a six-seat island, quartz countertops, Wolf range, and French doors opening to the deck and backyard-perfect for easy indoor-outdoor living. The kitchen flows into the family room, where a wood-burning fireplace creates a cozy gathering spot. Upstairs, five bedrooms and multiple flexible spaces adapt to whatever life brings-whether that's a home office, playroom, or art studio. The walk-out lower level expands the possibilities, offering space for exercise, music, hobbies, or simply casual fun. Just minutes from the Merritt Parkway, nearby parks, shops, and dining along High Ridge Road-and a short drive to downtown New Canaan-this home combines privacy, comfort, and convenience, bringing together space, warmth, and location in a way that truly feels like home

185 Interlaken Rd, Stamford

13 Orchard Hill Rd, Norwalk
$1,400,000
4 Beds ⋅ 5 Baths ⋅ 24122969 MLS
A gracious colonial from the outside but not a "cookie cutter" colonial on the inside! This amazing home is filled with wonderful surprises at every turn and on every level. Truly the ideal home for year-round entertaining with huge dramatic rooms--most with vaulted and tray ceilings and French doors. One of the stunning features to this spacious home is the circular sun porch with wet bar that steps out to the patio. A private separate entrance above the 4-car garage presents a huge, sunny artist studio with cathedral ceilings plus additional office. This is a perfect setup for just about any need from running a professional business, home office or creative studio for any art expression. The lower level offers additional living space with a recreation/play room, gym, office and full bath. The house is equipped with a high power generator allowing for most of the entire house to be uninterrupted by any temporary loss of power. This home is surrounded by other stately homes in a quiet neighborhood on the Westport/Norwalk line. Only minutes to shopping, train, beaches or restaurants in either town.

13 Orchard Hill Rd, Norwalk

289 New Norwalk Rd Unit 23, New Canaan
$1,395,000
3 Beds ⋅ 3 Baths ⋅ 24193137 MLS ⋅ Canaan Close BLDG.
Welcome to a Garden Paradise. Canaan Close is admired as the most beautifully landscaped Townhouse complex in New Canaan. With views and the "music" of the 5 mile river, heated pool retreat, fountain gardens and even a meandering River Walk, this is indeed one of New Canaan's most sought-after communities. This sophisticated 3 bedroom 3 bath end unit is bathed in sunlight and lives like a single family home. Entertaining and relaxing is a delight in your large light-filled living room and doors opening to your private balcony. What a better way to enjoy your coffee & croissants with views of the 5 mile river! Dine in your sophisticated dining room with crown molding or in your updated Decorator kitchen with a charming window seat and table. Your first floor spacious sitting room is also a first floor bedroom with bath. Great feature for family or guests! Upstairs there is an impressive balcony with dining and seating areas, two additional bedrooms -a beautiful Primary bedroom with large closets and updated bath. The lower level has a large family room and reading alcove, both opening to a lovely patio surrounded by lush gardens. Enjoy a short stroll to New Canaan's vibrant village center with its fine & fun restaurants, boutique shopping, library, parks, and train station. New Canaan's award winning schools are each close by. Canaan Close is a treasure in the Heart of New Canaan

289 New Norwalk Rd Unit 23, New Canaan

38 Francis Ln, Greenwich
$1,395,000
4 Beds ⋅ 2 Baths ⋅ 24170992 MLS
Filled with natural light and impeccably maintained, this beautifully updated 4-bedroom, 2-bath Cape is located in the highly desirable Glenville School District and combines timeless charm with modern comfort. The inviting layout features a gracious living room with a stone fireplace and custom built-ins, a stunning renovated kitchen with a quartz island and GE Cafe stainless steel appliances, and a beautifully designed dining area with exceptional built-ins--ideal for both everyday living and entertaining. The main level also offers an updated full bath, a bedroom, and a flexible office or nursery. Upstairs are two additional bedrooms with generous storage and a full bath featuring radiant heated floors. The lower level includes a cozy family room with access to the professionally landscaped yard, creating a seamless indoor-outdoor lifestlye. A one-car attached garage adds convenience. Ideally situated near schools, parks, and transportation, this home offers the perfect balance of comfort, style, and sought-after Greenwich living.

38 Francis Ln, Greenwich

Westport
$1,395,000
3 Beds ⋅ 4 Baths ⋅ 24150333 MLS ⋅ Regents Park BLDG.
Regents Park... One of the premiere condominium communities in Westport Connecticut. This is an end unit with fabulous flow for living. Located within walking distance for the clubhouse pool and tennis. Immaculately maintained this unit is a gem. Open floorplan for kitchen dining and sunken living room leading to outdoor patio. Primary suite and guest suite each with full bath on second floor and third floor with wonderful open space/3rd bedroom and large full bath allow for fabulous living spaces. Carpeted lower level is totally finished with wonderful built-ins and large space for a private Family room. Adjacent to this wonderful space is a large office space/ den or playroom. Located near all that Westport has to offer, this Wellington unit is truly one of a kind.

Westport

24 Taylor Dr, Greenwich
$1,395,000
3 Beds ⋅ 2 Baths ⋅ 24157194 MLS
Welcome to 24 Taylor Drive! Beautifully maintained 3-bedroom Cape nestled on a cul-de-sac in Cos Cob. Enjoy the ease of being just moments from the train, elementary school, library, and local shops-an unbeatable location for everyday living. Inside, a spacious and thoughtfully designed layout with an inviting living room and wood-burning fireplace. The kitchen blends style and function, perfect for both daily living and entertaining. Seamless indoor-outdoor flow creates versatile outdoor living space ideal for relaxing or gathering with friends and family. Whether you're searching for the perfect first home or looking to downsize without compromise, this turn-key property offers comfort, convenience, and community all in one. Don't miss the opportunity to make it yours.

24 Taylor Dr, Greenwich

1287 Rock Rimmon Rd, Stamford
$1,395,000
6 Beds ⋅ 6 Baths ⋅ 24129005 MLS
Don't miss this rare opportunity to purchase the former estate of the famed musician and "The King of Swing" Benny Goodman. This one-of-a-kind antique New England Colonial is a true treasure with countless elegant features and updates made over the years and still maintains much of its original charm. Located in the historic neighborhood of Old Long Ridge Village, this property offers 6 bedrooms, 7 baths, 6 fireplaces, marvelous wide plank floors and a most generous primary suite and sitting area. There are fabulous views of the flat 1.22 acres of professionally landscaped property. This magnificent property also offers gorgeous gardens casually arranged with specimen trees, shrubs, flowers and a bridge for the babbling brook, Lily Pond and stonewalls all bordering Rockrimmon Country Club. The 1-bedroom guest cottage has an open floor plan, cathedral-ceiling and is ideal for guests, in-laws or extended family. You won't want to miss the secluded renovated in-ground pool with patio and a 3 car heated garage with a half bath plus a car port. There is a full house generator, newer wood roof, thermal windows, kitchen island and counter top, LED lighting, laundry room cabinets and countertops, Geothermal HVA system, alarms in main house, garage and cottage.

1287 Rock Rimmon Rd, Stamford

1135 Hulls Farm Rd, Fairfield
$1,395,000
6 Beds ⋅ 4 Baths ⋅ 24106320 MLS
A prime Southport estate location at the Westport line is home to this gracious 5 Bedroom Colonial featuring a rarely found attached main level IN-LAW / AU PAIR APARTMENT with a private entrance, Living/Dining Room, Bedroom and a full Bath. Additionally appreciated, and perfect for today's work from home buyer, is an OFFICE/STUDIO over the barn style oversized detached two car garage. Approached by a long driveway this home is a nature lovers paradise offering complete privacy with the convenience of being approximately 2 miles to Southport Village center, train and harbor. Inside a welcoming Foyer introduces the front to back Living Room with fireplace, formal Dining Room and the charming Family Room with rustic beams, built in bookcases and impressive brick fireplace. This room is open to the Kitchen and the Breakfast Room with atrium door to a two tier deck to enjoy al fresco dining. The Kitchen impresses with abundant cabinetry and counter space including large breakfast bar perfect for gathering friends/family or food prep duties. Adjacent is a mudroom with side door access to the front walk, the laundry/storage room and if desired access to the attached apartment. Five ample Bedrooms occupy the second floor along with generous linen and cedar closet storage. The primary Bedroom offers a walk in closet, Bath with heated floor, double sink vanity and walk in steam shower. A truly private country home just minutes from Southport Village Center, Harbor, Beach and Train

1135 Hulls Farm Rd, Fairfield

8 Canal Rd, Westport
$1,395,000
2 Beds ⋅ 3 Baths ⋅ 24130679 MLS
Incredible opportunity to own a coastal retreat with sweeping water views of Saugatuck Harbor and beyond. This sun-drenched home is perfectly positioned to capture the beauty of seaside living, offering both tranquility and convenience in one of Westport's most desirable locations. With deeded water rights included, you can enjoy direct access to the shoreline, making it ideal for boating, kayaking, or simply savoring the peaceful waterfront setting. Step inside to find an open floor plan designed for both comfort and entertaining. The interior is flooded with natural light that frame the captivating water vistas, creating a seamless connection between the indoors and outdoors. The main living areas flow effortlessly, allowing gatherings to feel open and inviting, while the patio just outside is perfect for morning coffee, sunset cocktails, or evenings spent soaking in the cool sea breeze. Westport is known for its stunning coastline, and this property fully embraces that lifestyle. Breathe in the salt air, watch the sailboats drift by, and immerse yourself in the calming rhythm of the water. Beyond the home itself, the location offers unmatched convenience just minutes to vibrant downtown Westport, the train for easy commuting, and an abundance of shopping and dining options. For recreation, Longshore Park, Compo Beach, and golf and tennis facilities are all within close reach, ensuring a year-round resort-style experience.

8 Canal Rd, Westport

202 Fox Ridge Rd, Stamford
$1,394,000
4 Beds ⋅ 3 Baths ⋅ 24158856 MLS
Set on a beautiful private property with sweeping lake views, this turnkey 4 bedroom, 3 bath home lives like a true 5 bedroom with additional lower level living space not reflected in the recorded square footage. Exceptional indoor outdoor living takes center stage with an expansive heated pool, new patio, and generous gathering areas perfect for entertaining or relaxing all summer long. The nearly 1.5 acre flat yard is a rare feature, ideal for recreation, outdoor games, or simply enjoying the peaceful lake setting. Inside, the open concept layout flows naturally between living spaces and is anchored by a large living room with vaulted ceilings and a cozy cast iron fireplace. Spacious bedrooms provide comfort and flexibility, while the upstairs bathrooms feature radiant heated floors and a whirlpool tub creating a spa like retreat. The walk out lower level includes a family room, full bath, and additional bedroom with direct access to the yard and no steps to enter, making it ideal for guests, extended family, or in law potential. Located in a warm and welcoming walking neighborhood with access to the Foxwood Lake Association, this home captures the privacy and lifestyle that make North Stamford living so special.

202 Fox Ridge Rd, Stamford

4 Kettle Creek Rd, Weston
$1,390,913
4 Beds ⋅ 3 Baths ⋅ 24162991 MLS
Set along one of Weston's most picturesque and sought-after roads in Lower Weston, this beautifully renovated Colonial farmhouse blends timeless charm with thoughtful modern upgrades on 2.59 level acres. Meticulously maintained and move-in ready, the home offers 4 bedrooms, 3 full baths, and approximately 2,646 square feet, including a finished walk-out lower level with fireplace. The sun-filled kitchen features cathedral ceilings, exposed beams, granite countertops, custom cabinetry, stainless steel appliances, and a new French door (2025) opening to the outdoor living spaces. A gracious living room with fireplace, formal dining room with bay window, and flexible fourth bedroom complete the main level. Upstairs are three well-proportioned bedrooms, including a comfortable primary suite with an updated bath. Extensive recent upgrades include refinished hardwood floors and fresh interior paint (2026), renovated lower level (2025), Trex wraparound deck and covered side porch (2024), fenced backyard (2024), and new heat pump, central air and hydro air throughout with a mini split in finished lower level (2024). Additional improvements include a basement drainage system with lifetime warranty (2022), new chimney (2021), and shed (2022). Enjoy peaceful outdoor living with a stream that flows into a tranquil on-site pond. Minutes to Weston Center and Downtown Westport with access to top-rated schools and Westport public beaches.

4 Kettle Creek Rd, Weston

36 Rockhouse Rd, Wilton
$1,390,000
4 Beds ⋅ 3 Baths ⋅ 24187186 MLS
Please submit highest and best offers by 5pm on Wednesday, July 1st. Set on 2.71 private acres at the end of a quiet cul-de-sac, this beautifully maintained 4-bedroom center hall Colonial offers the perfect blend of privacy, space, and timeless appeal. Lovingly cared for by its original owner since 1998, this home welcomes you with a dramatic two-story foyer and a thoughtfully designed floor plan. The inviting living room features French doors to a wraparound porch, while the formal dining room is ideal for entertaining. A private home office also opens to the porch, creating the perfect work-from-home space. The sun-filled eat-in kitchen with center island and stainless steel appliances flows seamlessly into the spacious family room with a wood-burning fireplace. Upstairs, the generous primary suite offers an expansive bath and abundant closet space. Three additional bedrooms, a full bath, and a conveniently located laundry room complete the second level. The partially finished lower level provides flexible space for a recreation room, playroom, gym, or media room. Additional highlights include a whole-house generator and over 3,400 square feet of living space. Conveniently located just minutes from Wilton's award-winning schools, town center, train, and commuting routes, this special property offers the peaceful lifestyle today's buyers are seeking.

36 Rockhouse Rd, Wilton

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