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125 Old Rd, Westport
$5,036,000
6 Beds ⋅ 9 Baths ⋅ 24148223 MLS
Experience the elevated ease of modern luxury in this brand new SIGNATURE Home by SIR Development, Westport's most respected ground-up RE developer with 30+ years & 300+ completed homes. Set on a scenic park-like acre w/ gunite pool & circular drive, conveniently located within walking distance of Long Lots School & shops, just 1.7 mi to train. Experience the grandeur of the soaring two story foyer, the generous artisan millwork, decorative accents & remarkable scale of 10 ceilings w/ character grade oak floors on main level. LR has unique modern built-ins & DR has a wall of glass. Grand in scale, the Great Room has a distinctive modern fpl, reclaimed antique wood beams that give organic authenticity, walls of glass & an open flow to breakfast rm into the kitchen, which was designed w/upgrades: full-size Sub Zero refrigerator & freezer, fully integrated Wolf cooktop & wall ovens, stunning waterfall island, cabinetry & pantry. Tucked away, arts & crafts workshop or office has a private entry & built-ins. The mudroom leads to 3-car garage & pool. Grand primary suite w/ incredible closets & lux bath. All en-suite BRs on 2nd flr. Finished 3rd floor w/ 2nd office, bonus rm & bath. The walk-out LL has 6th BR, full bath, gym, media, playroom. Quality construction, cohesive design & functional layouts are hallmarks of SIR SIGNATURE Homes.

125 Old Rd, Westport
24 Compo Pkwy, Westport
$5,035,000
5 Beds ⋅ 6 Baths ⋅ 24146922 MLS
Rare opportunity to live on one of Westport's most desirable Compo Beach cul-de-sacs. Beautifully restored and reimagined for today's lifestyle, this character filled 1925 Colonial features beamed ceilings, exposed stone, four fireplaces and more. Grand entertaining spaces include an expansive Dining Rm/Living Rm with 10' ceilings and two FPLS, a bright modern Kitchen and Family Rm w/FPL, a relaxing Sunroom and an inspired glass-enclosed Office for working from home. Five Bedrooms on the second floor include Primary Suite and second BR, each with vaulted ceiling, three add'l spacious BRs, a laundry rm plus a Second Office/Study Rm. Fin LL has Playroom/Gym. Set on over half an acre with old stone walls, mature trees and gardens, the home's outdoor amenities include an 18'x 38' Gunite Pool with Spa and Safety Cover, an award-winning Pool House with bath, changing rm and outdoor shower, patio w/pergola and built-in BBQ, a wood-burning fire pit and a fenced vegetable/cutting garden. Walking distance on sidewalks to the beach, train and restaurants at Saugatuck, Compo Pkwy is a quiet cul-de-sac just across the street from Westport's Longshore Club, with 18-hole golf course, tennis, pickle, sailing school and ice skating rink in the Winter months. At the beach, yet with privacy and property, this home offers the best of both worlds -beach and country living- in a premium Westport location.

24 Compo Pkwy, Westport
10 Surf Rd, Westport
$5,000,000
4 Beds ⋅ 4 Baths ⋅ 24138082 MLS
Custom-built waterfront retreat on Bermuda Lagoon is an extraordinary find. Lovingly maintained and never flooded, 100 feet of private beach, a deepwater dock, and breathtaking views of Long Island Sound and Bermuda Lagoon. Designed for year-round enjoyment, the home's soaring ceilings and expansive windows perfectly frame the stunning water vistas. Imagine savoring sunsets from the wraparound deck or cozying up by the fire as snow gently falls. Two dedicated offices, one on the main floor with a full bath, and a second in the primary suite with a private deck and panoramic Sound views provide ideal work-from-home solutions. The gourmet kitchen, complete with an industrial stove, is a chef's dream. The primary suite, a true haven, features a private deck, generous walk-in closets, and a spa-like bath. Three additional bedrooms, two with charming lofts, offer ample space for family and guests. The lower level, an entertainer's paradise with a fireplace warmed family room and a wellness oasis, recently upgraded 42-foot indoor pool, sauna, steam room, and gym. This rare waterfront sanctuary, complete with a full-house generator, offers a unique blend of natural beauty, luxurious living, and enduring tranquility.

10 Surf Rd, Westport
11 Beachside Cmn, Westport
$5,000,000
5 Beds ⋅ 8 Baths ⋅ 24113390 MLS
A true Westport icon, 11 Beachside Common is one of the most architecturally distinctive homes on the Connecticut coast-known to anyone who's ever strolled Burying Hill Beach. Set on 2.6 waterfront acres, the property offers sweeping southern views over Sherwood Island and Long Island Sound, with sunsets that rival the Low Country and birdlife that fills the surrounding marsh with movement and sound. With water access for kayaking and paddle boarding, it's a nature lover's paradise wrapped in high design.Originally built in 1971, the home underwent a $13M transformation under acclaimed architect James Biber of Pentagram. The goal: not to create rooms, but to dissolve them. Nearly 9,000 sq ft of open, gallery-like living space is unified by a 150-ft handmade tile path that runs the length of the main level. A soaring central room with exposed aluminum column is flanked by playful architectural elements -domes, portholes, skylight tubes, and a floating staircase.A 3-story "tower," designed as the intellectual center of the home, offers 360-degree panoramic views and quiet workspace. This is a home where design, art, and imagination intersect-and where brilliant minds have found inspiration. From Academy Award winners to world-renowned scientists and adventurers, this home has drawn extraordinary lives. If genius gravitates toward whimsy, perhaps it's because whimsy makes room for wonder-and for those bold enough to see differently.

11 Beachside Cmn, Westport
4 Sandpiper Rd, Westport
$4,850,000
4 Beds ⋅ 5 Baths ⋅ 24116742 MLS
Welcome to Island Life, a truly coveted experience on Saugatuck Island! This home offers breathtaking water views from nearly every room of this sophisticated yet modern beach house. This spacious and airy home is drenched in sunlight, featuring a great room with an open floor plan. The timeless kitchen boasts professional-grade appliances, quartz counters, and a large outdoor porch perfect for alfresco dining. The third-floor rooftop deck provides breathtaking water views of Long Island Sound, and with an outdoor gas fire pit and grill hook-up, rooftop entertaining is effortless. Inside, the third-floor wet bar is ideal for guest gatherings, or it can be utilized as a family room or even a fifth bedroom. This four-bedroom, five-bath home includes a luxurious primary bedroom suite with a spa bath, two walk-in closets, and a delightful Juliet balcony for lounging and enjoying the water views. Additional features include: FEMA compliant, 9-foot ceilings, full house generator, Lutron Lighting, outdoor shower and elevator ready. Enjoy the private neighborhood beach of Saugatuck Island, just steps away. This home is also conveniently located only minutes from Metro North, I-95, and Downtown Westport.

4 Sandpiper Rd, Westport
14 Mayflower Pkwy, Westport
$4,850,000
6 Beds ⋅ 8 Baths ⋅ 24108451 MLS
Stunning, grandly-scaled & remarkably-built stone & shingle classic located in THE quintessential, Compo Beach neighborhood (quieter & NOT in the flood plain) w/expansive, private, level property, embraced by stone walls & scenic entertaining opportunities 2nd to none. Just a short walk to celebrated Westport beaches, Longshore Club, Saugatuck Center & Metro Nth Station footpath, in coveted AA zone, across from Aspetuck Land Trust wooded scenery. Thoughtfully-designed, impeccable 10,000+ SF on 3 levels + enormous walkup attic for expansion potential. Fabulous wide plank oak floors thru-out, stone detail, & many recent upgrades/improvements, incl gorgeous newly-resurfacd, heated pool/spa. Capacious interiors w/great flow, stately rooms & high-qual finishes, including: lux LR, library & banquet-sized formal DR w/extensive butlers pantry; spacious gourmet, prof-equip "front-to-back" country kitchen w/lg bkfst area & walk-in pantry; massive sunroom addt'n adjoining veranda & overlooking lush surroundings. Grand primary suite above has spacious sep sitting w/fpl, tray ceil, spa bth & 3 w-i closets, built-ins & coffee bar; 5 other fam BRs, incl enormous sep bonus suite; massive walkout lower entertaining level, equip w/bar, guest bth + poten. 7th BR. Covered front & rear porches, cabana, expansive bluestone patios in pool area, separate gourmet cooking area, Oversized garage/utility spaces & systems complete this inviting picture. Note: Owners have used bonus suite/6th BR as office

14 Mayflower Pkwy, Westport
1 Sturges Hwy Unit Lot #1, Westport
$4,848,062
6 Beds ⋅ 7 Baths ⋅ 24091387 MLS
Design Your Dream Home with an Award-Winning Builder. Step into a world of elegance and sophistication with a soon-to-be-built 6,600 sq. ft. masterpiece by Coastal Luxury Homes. Known for their innovative designs and unparalleled craftsmanship, Coastal Luxury Homes has earned a reputation for creating some of the most sought-after residences. With a focus on prime location, architectural brilliance, meticulous site design, and quality construction, their homes redefine luxury living. This stunning estate is situated on over 6 acres of rare, coveted land in Westport's prestigious Hunt Club neighborhood-a location that hasn't been available for purchase in over fifty years. Coastal Luxury Homes has carefully secured and subdivided this private property into three custom estates, each offering a unique blend of privacy, tranquility and opulence. Blending cutting-edge architecture and state-of-the-art amenities, this home will be a true sanctuary. From the spa-inspired master suite to the open-concept living areas and seamless indoor-outdoor flow, every inch of this home will be designed for those who appreciate the finest in modern living.

1 Sturges Hwy Unit Lot #1, Westport
10 Tierney Ln, Westport
$4,625,000
5 Beds ⋅ 8 Baths ⋅ 24103087 MLS
This is the second of 2 custom homes, beautifully sited at the end of a private lane in the heart of Greens Farms. Combining classic design with modern detailing by an established local builder of premier residences, this masterfully crafted home is sure to delight even the most discerning buyer. The main level showcases expert millwork and warm white oak accents throughout, flowing from the Living and Dining Rooms with paneled walls into the Study with built-in cabinetry. The Chef's Kitchen with Wolf and Cove appliances adjoins the sunny Family Room which opens to a picturesque 1.4 acres with salt water Swimming Pool and Spa, surrounded by a handsome granite patio. An elegant Primary Suite with fireplace, luxurious Bathroom, dressing area and 2 walk-in closets with custom cabinetry, plus 4 additional Bedrooms with 3 additional Baths, a Family Room/Lounge and Laundry Room grace the second level. The third floor has a Playroom and an additional Flex Space/Office. The lower level features a Gym with mirrored walls and rubber floor, a Sauna, a handsome Bar and gathering area with a glass garage door that opens to a patio, a full bath plus an additional room with a private entrance for Media, Office or use as a Bedroom. Available for immediate occupancy.

10 Tierney Ln, Westport
11 Wake Robin Rd, Westport
$4,560,000
5 Beds ⋅ 6 Baths ⋅ 24167814 MLS
Just completed and ready for immediate occupancy, this beautifully crafted new construction home is set on a quiet cul-de-sac in the desirable Greens Farms area. Situated on a level one-acre property with a pool, the home is filled with abundant natural light and offers a thoughtful, well-balanced layout designed for both everyday living and entertaining. The stunning kitchen opens to a dramatic double-height family room, creating an inviting central gathering space. With five-plus bedrooms, including a first-floor primary suite featuring a spacious walk-in closet and a well-appointed bath, the home provides flexibility to suit a variety of living arrangements. Two laundry rooms add convenience, while high-end finishes and attention to detail are evident throughout. A fully finished lower level offers additional living space with a gym, recreation area, and more. Ideally located for commuting, with easy access to town, beaches, shopping, and transportation.

11 Wake Robin Rd, Westport
80 Bayberry Ln, Westport
$4,525,000
6 Beds ⋅ 7 Baths ⋅ 24175344 MLS
Privately tucked away at the end of a long circular drive on 6+ acres, this exceptional country estate blends timeless elegance with the warmth and comfort of everyday living. Though grand in scale, the home feels intimate and inviting, designed for both relaxed living and memorable entertaining. Exquisite architectural details, a covered mahogany veranda, sunroom, library, and exceptional kitchen/great room create spaces that are both sophisticated and welcoming.The current owners have further elevated the property with extensive professional landscaping, creating a breathtaking natural setting anchored by a gorgeous pool and spa. The lifestyle here is truly special with effortless access to all schools, making daily routines remarkably convenient. Outdoors, the property becomes a year-round retreat; from winter sledding on the gentle hill to summer slip-and-slides, exploring the brook in rain boots, and evenings filled with birdsong and visits from owls among the beautifully tended grounds. A luxurious primary suite, private bedroom wing, and walk-out finished lower level complete this extraordinary retreat where privacy, nature, and refined living come together in a setting that feels a world away, yet close to everything.

80 Bayberry Ln, Westport
6 Clapboard Hill Rd, Westport
$4,500,000
6 Beds ⋅ 6 Baths ⋅ 24193530 MLS
At the top of Clapboard Hill, through the gate and over the brick drive, an iconic Westport Colonial welcomes with an immediate feeling of privacy and classic beauty. The main entrance reveals a double height foyer, sweeping staircase and historic charm. The formal living room spans front to back with multiple seating areas flanking the original fireplace. A smart, chic library lands just off the center hall, followed by the gorgeous dining room ready for family dinners and holiday entertaining. The white and bright kitchen is anchored by an island and includes a full butler's pantry, a prohibition era wine closet, and the sunniest breakfast room overlooking the patio. The family room is so spacious with room for lounging by the fire and piling in for movie nights. Upstairs holds a total of six bedrooms. The primary suite includes a beautiful bath, multiple walk-in closets and sweeping views. A sweet set of bedrooms share a Jack and Jill bath. There are three additional bedrooms, a full bath, and a laundry room. The third level is fully finished as a recration room. The two acre property is fully irrigated, professionally landscaped, and sectioned for pool, play, patio spaces and privacy. The stunning pool includes a lap lane and the pool house is cabana perfection with a main room, poolside necessities (including a secondary bbq!) and full bath. There is a three car garage and automatic gate to split driveway. So close to beaches, GF train stations, schools and town!

6 Clapboard Hill Rd, Westport
4 Peach Ace, Unit LOT PL, Westport
$4,500,000
5 Beds ⋅ 8 Baths ⋅ 24166340 MLS
Perfect Colonial o 4 finished levels with flat and private yard

4 Peach Ace, Unit LOT PL, Westport
21 Warnock Dr, Westport
$4,475,000
6 Beds ⋅ 9 Baths ⋅ 24146474 MLS
This striking architectural design meets refined luxury in a meticulously crafted 9,300+/- sq ft, 6-bedroom, 6 full, & 3 half bath new residence. Showcasing the collaborative excellence of AR Luxury Homes w/ interior design by Mary Beth Woods & architectural vision by Donald William Fairbanks, this exceptional property represents the pinnacle of modern sophistication w/ premium finishes, contemporary design elements & sun-drenched living spaces. Soaring 10-foot ceilings on the first floor, expansive floor to ceiling windows, open flexible floorplan, & grand-scale rooms set the tone for luxury. The chef's kitchen that flows seamlessly into the great room is the heart of the home, featuring professional-grade appliances, custom cabinetry, & refined finishes. Upstairs, a decadent primary retreat offers a relaxing seating area & serene spa-like bathroom, w/ 4 additional spacious bedrooms, each w/ en-suite baths. Finished on 4 levels, including a walkout lower level w/ additional bedroom, full bathroom, exercise room, & expansive rec space. Designed for indoor & outdoor entertaining, the beautiful level 1 acre property features areas to relax & play w/ a heated 20x 40 swimming pool w/ automatic cover. The home has space for an elevator & includes an automatic generator. Located in a desirable Coleytown neighborhood, 21 Warnock offers proximity to Westport's top-rated schools, vibrant downtown area, and stunning beaches.

21 Warnock Dr, Westport
48 Bayberry Ln, Westport
$4,400,000
6 Beds ⋅ 6 Baths ⋅ 24186465 MLS
Set on a breathtaking professionally designed acre, 48 Bayberry Lane is a beautifully reimagined 6,775sf estate offering four finished levels of exceptional living. Thoughtfully enhanced & meticulously maintained by the current owner, the home blends timeless elegance with modern comfort in a private, resort-like setting. A dramatic double-height foyer welcomes sun-filled interiors featuring bespoke details, a formal dining room with butler's pantry, elegant living room with gas fplc and custom built-ins, and an expansive family room anchored by a wood burning fireplace. Designed with intention for both everyday living & entertaining, the eat-in chef's kitchen is a culinary showpiece, flowing seamlessly to a custom terrace through walls of glass doors, creating effortless indoor-outdoor living. Created for relaxation and gathering, the spectacular grounds feature multiple dining & lounging terraces, a built-in grill station, extensive stonework, curated gardens, and a large pool with sun shelf, all surrounded by mature evergreens for exceptional privacy. The residence offers 6 spacious bdrms, including a luxurious primary suite w/fplc, 2 walk-in closets, and a spa-inspired bath. A finished 3rd floor & walk-out lower level provide outstanding flexibility with recreation space, gym, office/guest or au pair accommodations. Ideally located near Westport beaches, downtown, dining, shopping, & train, this impressive property offers a lifestyle of convenience & sophistication.

48 Bayberry Ln, Westport
7 Pond Edge Rd, Westport
$4,400,000
4 Beds ⋅ 6 Baths ⋅ 24172774 MLS
Enjoy beach living on one of Compo Beach's most prestigious and sought-after cul de sac locations set among significant multi -million dollar homes and just steps from the water. No flood insurance required in this elevated location. This custom colonial wood shingle home provides a year round lifestyle in a coastal setting! Upon entering the 2 story foyer you immediately experience the open, relaxed beach feeling leading to the LR with an expansive bay window, extensive millwork, FP and French doors leading to a generously proportioned Family room with a stone FP, built-ins and oversized dining area. A wall of French doors leads to a private backyard oasis with heated gunite pool, spacious patio and magnificent gardens with ever changing colors and blooms! The kitchen has white cabinetry, high end stainless steel appliances and oversized island-the perfect place for entertaining and seamlessly leads to the formal DR. There is a screened porch off the kitchen which provides a place to relax with views of the pool and gardens. The spacious primary bedroom suite with FP, double walk-in closet leads into the marble bathroom with deep soaking tub, oversized shower and dual vanities. The 3 additional bedrooms are ensuite with generous closets. There is a library with floor to ceiling bookcases which is a perfect work space. The finished walk-out LL has a stone FP, full bath and has rec/play areas with unlimited uses or the perfect guest suite area. Life at the beach is the best!

7 Pond Edge Rd, Westport
32 Edgewater Hillside, Westport
$4,400,000
3 Beds ⋅ 4 Baths ⋅ 24133335 MLS
A breathtaking waterfront retreat where architecture, craftsmanship, and setting unite in rare harmony. Designed by renowned architect Roger Bartels and built by one of Westport's most respected builders, Don Miro, this sophisticated beach house captures panoramic water views from each and every room. The current owners have thoughtfully enhanced the property with extensive updates, including meticulously designed new landscaping and hardscaping, and a spectacular 1000-square-foot glass-walled deck - the perfect vantage point to soak in sweeping water views. Additional updates throughout this exceptional residence include all-new white oak floors and new technology and systems. Primary suite with soaring vaulted ceiling and private glass-walled office and 2 additional ensuite bedrooms with vaulted ceilings, all with water views. Situated on a coveted Compo Beach cul-de-sac, the property offers both serenity and access - launch a paddle board or kayak from your own shore, then stroll to Old Mill Beach and Old Mill Grocery Cafe for sunset and a glass of wine. Soaring ceilings, curved walls, bespoke millwork, and flawless finishes define its refined interiors, while the dramatic exteriors and views impress. A home as rare as its setting, this is waterfront living at its most elevated - a private escape that embodies Westport's most coveted lifestyle, just minutes from downtown Westport's shops and restaurants, and a world away from the ordinary.

32 Edgewater Hillside, Westport
26 Morningside Dr S, Westport
$4,350,000
7 Beds ⋅ 8 Baths ⋅ 24147443 MLS
Now fully complete, this newly built residence in Greens Farms offers a rare blend of architectural presence, modern comfort, and understated luxury. Crafted by a seasoned Westport builder with a fresh perspective, the home delivers a level of finish and warmth that distinguishes it from typical new construction. The outdoor experience is now fully realized with a custom gunite pool and over $150,000 of additional landscaping, creating a private, resort-style setting designed for everyday enjoyment and entertaining. Inside, a chef's kitchen anchors the main level with bespoke cabinetry, professional appliances, and a generous island that naturally brings people together. Open dining and family spaces flow seamlessly, complemented by a private library and an oversized three-car garage designed for the car enthusiast. The primary suite is a serene retreat with sitting area, spa-inspired bath, and custom dressing room, joined by four additional en-suite bedrooms and second-floor laundry. The third floor offers a full movie theater, office, and game area, while the finished lower level features a climate-controlled wine room, sauna, gym, and secondary prep kitchen with full-size refrigerator and freezer ideal for hosting or extended stays. Bluetooth audio, designer lighting, integrated TVs, and three fireplaces enhance the home throughout. Minutes to train to NYC, Compo Beach, Westport's best amenities, this move-in-ready home represents exceptional value at this price.

26 Morningside Dr S, Westport
5 Marc Ln, Westport
$4,310,811
4 Beds ⋅ 5 Baths ⋅ 24170859 MLS
The Deck House, a true masterpiece of modern design, seamlessly blending architectural brilliance with the beauty of its natural surroundings and an incredible offering of outdoor living. Oversized windows invite natural light in and and frame the views of the surrounding landscape. Rich wood finishes and natural stone surfaces create an organic aesthetic throughout. The main floor is designed with versatility in mind, offering bright, open-concept living and dining spaces perfect for gathering, along with a quieter wing with two bedrooms and a lounge. Upstairs, you'll find the luxurious primary suite with dressing room, sleek bath, corner fireplace and deck access, an additional en suite bedroom, a dedicated office, and a home gym. And then there's the outdoors-a true haven for both relaxation and recreation. Expansive decks on multiple layers, and a sparkling salt water pool set the stage for enjoying the company of family and friends, while the sport court adds extra fun. The professionally designed landscaping and lighting bring the spaces to another level. Located on a quiet cul-de-sac right in the center of town, this special home is close to town, schools, shopping and dining!

5 Marc Ln, Westport
86 Old Rd, Westport
$4,275,000
6 Beds ⋅ 6 Baths ⋅ 24102968 MLS
Magnificent move-in ready new construction brought to you by Sound Home Builders. Centrally located in the heart of Westport's coveted Long Lots, Hunt Club and Greens Farms neighborhoods. Elegant design and finishing detail, soaring ceilings and master craftsmanship throughout. Oversized European windows and doors fill the home with natural light. The kitchen features custom cabinetry, warm hues, designer lighting, gourmet appliances and spacious layout. Arched doorways grace a holiday-sized dining room with full wet bar, adjoined by the awe-inspiring living room with serene backyard views and beautiful wood burning fireplace. Convenient first floor guest bedroom and full bath. The large and open primary suite showcases a breath-taking cathedral ceiling and spa-like setting. The walkout basement includes 9' ceilings, an au pair's bedroom and full bath, a generous amount of multi-functional space, a large gym, plus room for a home theater, game room or bar area. Oversized doors open to a large patio overlooking the heated gunite pool, adjoining bluestone patios and outdoor fireplace - surrounded by flat lawn, mature trees, colorful plantings and full fence enclosure. Three-car garage has ample room for storage.

86 Old Rd, Westport
21 Lockwood Cir, Westport
$4,265,000
6 Beds ⋅ 7 Baths ⋅ 24158946 MLS
Imagine a residence where every element has been considered for gracious living in stylish surroundings. This newly completed home by awardwinning Able Construction is set on a peaceful Coleytown estatearea street, framed by scenic land that enhances its sense of calm. A dramatic foyer with a woodaccented ceiling and millwork feature wall introduces interiors defined by creative decor, walls of glass, and exquisite lighting. The great room, anchored by a marble fireplace and French doors to the pool and patio, flows into the designer kitchen with a striking island, stone counters, custom cabinetry, Thermador appliances, and a beautiful and functional pantry. The dining room is a jewel, offering an elegant setting with illuminated shelving and views of the grounds. A quiet office and superb mudroom add daily convenience. A glasslined stair tower leads to sunfilled bedroom suites, beginning with the sublime primary suite set beyond double doors. An arched entry reveals a kingsized bedroom with balcony, two custom walkin closets, and a spalike bath with glass shower and distinctive vanity. The upper level also offers a laundry room with double washer and dryers and access to the finished thirdfloor bonus space. The lower level includes a fifth bedroom suite, recreation room, gym and media areas, and generous storage. Outside, the pool becomes the centerpiece for entertaining and relaxing at this designcentric showplace of style.

21 Lockwood Cir, Westport
49 Hillspoint Rd, Westport
$4,225,000
5 Beds ⋅ 7 Baths ⋅ 24119112 MLS
Set discreetly at the end of a long drive and screened by mature landscaping, this exceptional Hillspoint residence offers a surprising sense of privacy in one of Westport's most convenient coastal settings. Just moments from Longshore Club Park, Compo Beach, town and train, it perfectly blends luxury, lifestyle and accessibility. Inside, soaring ceilings and sun-filled spaces create a light, airy flow enhanced by high-end finishes throughout. Designed for everyday living and effortless entertaining, the expansive chef's kitchen with double refrigerators, dishwashers and ovens anchors the home, opening to inviting dining and gathering spaces. Upstairs, a private family wing with its own library and a finished third-floor retreat provides flexible space for study, play or creative pursuits. The walk-out lower level elevates the experience with a laser home theater, media lounge, gym and game room for year-round enjoyment. Outdoors, a heated saltwater pool and spa, pergola and sweeping lawn framed by roses and grasses create a private resort setting. Savant smart home technology offers integrated music inside and out, lighting controls, automated shades, full irrigation, landscape lighting and comprehensive security, all managed from your phone. Peaceful, refined and unexpectedly serene, this home lives like a retreat while placing you at the center of everything Westport has to offer.

49 Hillspoint Rd, Westport
3 Stonewall Ln, Westport
$4,210,000
5 Beds ⋅ 7 Baths ⋅ 24167276 MLS
Tucked away on a coveted Westport lane, 3 Stonewall Ln. offers an exceptional blend of sophistication and modern comfort. This expansive 5-bedroom residence features 5 full baths and four full floors of beautifully finished living space, providing unparalleled flexibility for both grand entertaining and seamless work-from-home living. The home's impressive proportions are evident throughout, with generously sized rooms, soaring 10ft ceilings, and an effortless flow. Front and back staircases enhance both functionality and flow, ideal for everyday living. A finished walkout basement includes an additional room with a full bath, perfect for guests, an au pair, a gym, or a private office suite. Step outside to your backyard retreat, where a stunning pool with an automatic cover and built-in spa takes center stage. This resort-style setting is ideal for relaxing, entertaining, and extending your living space outdoors year-round.

3 Stonewall Ln, Westport
48 Woodside Ave, Westport
$4,206,625
6 Beds ⋅ 6 Baths ⋅ 24164137 MLS
A rare opportunity to own new construction in Westport's coveted Old Hill neighborhood, offering refined design, a swimming pool, and a walkable lifestyle near Post Road and downtown. Tucked within one of Westport's most sought-after enclaves, this newly constructed 6-bedroom, 5.5-bath home blends architectural sophistication with modern livability. Natural light, clean lines, and well-proportioned spaces create an environment that feels both elevated and effortlessly comfortable. At the center of the home, a beautifully designed kitchen opens to expansive living and dining areas, creating a seamless flow for both everyday living and entertaining. The layout flows easily with ample room for work-from-home, multi-generational living, and evolving lifestyle needs. A main-level suite with a full bath provides privacy and versatility-ideal for guests, a dedicated office, or an extended family. Every detail accentuates comfort, function, and understated luxury. A back yard patio with pool abutting a nature preserve offers privacy with open space and the ease of in-town living. Positioned near Nash Pond and close to local nature trails and amenities, the home also offers exceptional convenience-walkable to the Post Road and just minutes to downtown Westport, shopping, dining, and Metro-North train service to New York City. Luxury new construction in Old Hill, Westport, CT-where location, design, and lifestyle align in one of the town's most desirable settings.

48 Woodside Ave, Westport
1 Greystone Farm Ln, Westport
$4,199,000
5 Beds ⋅ 6 Baths ⋅ 24168021 MLS
Experience the perfect harmony of sophisticated architecture and bucolic charm in this Colonial on a quiet cul-de-sac, centrally located in the Staples neighborhood. The residence situated on 1.07 acres offers a "farm-to-table" lifestyle without sacrificing modern-day luxuries of Westport living. The barn and orchard pay homage to the property's farming past, while maintaining a meticulous landscaped oasis. This home is for those who value both grand-scale entertaining and quiet everyday comforts. It's conveniently located to all town amenities, trendy downtown dining, and transportation hubs, while still maintaining the privacy of country living.

1 Greystone Farm Ln, Westport
5 Boxwood Ln, Westport
$4,150,000
6 Beds ⋅ 11 Baths ⋅ 24083289 MLS
Refined living awaits on Boxwood Lane, a prime Hunt Club cul-de-sac featuring tranquil private entrances to stately colonial style homes. From its cobblestone-lined, semi-circular driveway to the backyard pool and bluestone patio oasis, the grounds of 5 Boxwood Lane are simply spectacular. The home itself stands apart, meticulously designed with exquisite details and custom amenities. Four levels, soaring ceilings, and a thoughtful layout offer spectacular living and entertaining spaces. Discover the newly styled gourmet kitchen with top-of-the-line appliances, custom cabinetry, and a generous island. It flows easily to the outdoor living areas, or into the great room with coffered ceiling and stone fireplace. Fireplaces add character and warmth to the already luxurious living room, dining room and home office. The upper levels reveal a sprawling primary suite with two ensuite bathrooms, walk-in closets, and an office/relaxation niche. Four additional bedrooms with bathrooms ensure privacy. Two separate sections of the home includes a great room + ensuite bedroom - a perfect refuge for guest or long-term visitors. The lower level is the ultimate "hang-out space" - an expansive recreational area for games and movie nights. It has been said, with stunning perennial gardens, velvety lawns, and a blissful poolside retreat featuring a charming cabana, the outdoors are hard to beat at 5 Boxwood Lane! Convenient to schools, transportation and all of Westport wonderful amenities.

5 Boxwood Ln, Westport
32 Webb Rd, Westport
$4,100,000
8 Beds ⋅ 9 Baths ⋅ 24167975 MLS
Discover luxury living in the heart of Westport at 32 Webb Road, a newly built 2026 Colonial offering 8,412 square feet of open-concept living on a private 0.64-acre cul-de-sac lot just minutes from Compo Beach. This exceptional new construction features 8 ensuite with a first floor and 9 bathrooms, including a stunning primary suite with a private balcony, walk-in closet, and spa-like bath. A first floor guest with ensuite bathroomMultiple flexible spaces are ideal for entertaining, working from home, or multi-generational living. The gourmet chef's kitchen is the centerpiece, outfitted with top-of-the-line appliances, custom cabinetry, and seamless flow into sun-filled living and dining areas with soaring ceilings and designer finishes. This property includes a fully approved pool permit, pool already staked out-offering a clear vision for a luxury outdoor oasis. Buyers can move forward immediately, eliminating the uncertainty of approvals-a key advantage in the Westport market. The private backyard is perfect for entertaining and relaxation, with ample space for a resort-style experience. Highlights include custom millwork, high ceilings, natural light, attached garage, and brand-new modern systems. Located 0.5 miles to Compo Beach, moments to downtown Westport's shopping, dining, and Metro-North for easy NYC access..A rare opportunity to own a luxury new construction home in Westport-combining location, scale, and long-term value in one exceptional property.

32 Webb Rd, Westport
7 Mortar Rock Rd, Westport
$4,000,000
6 Beds ⋅ 8 Baths ⋅ 24178067 MLS
Welcome to 7 Mortar Rock, a thoughtfully designed living space. This stunning 6 bedroom transitional modern farmhouse showcases the exceptional craftsmanship and attention to detail that have made the Thomas Brothers Builders highly sought after. Perfectly blending beauty and functionality, this home is tailored to today's lifestyle while delivering timeless appeal. At the heart of the home is a spectacular chefs kitchen featuring quartz countertops and a large island with seating for four and an expansive dining area ideal for everyday living and entertaining. Sun filled spaces with nearly 10 foot ceilings on the main level creates and airy welcoming atmosphere throughout the home. Patio doors off the kitchen open seamlessly to a beautifully landscaped backyard with stone patio and built in gas fire pit. Ideally situated on a quiet cul-de-sac in one of Westport's most desirable locations this property offers the rare convenience of being just minutes from downtown shopping, dining, commuting options and Compo Beach.

7 Mortar Rock Rd, Westport
20 Fresenius Rd, Westport
$4,000,000
7 Beds ⋅ 9 Baths ⋅ 24176785 MLS
We've saved the best for last! Of the 4 homes built at the end of this quiet and centrally located Westport cul-de-sac, this is the most expansive, and it's loaded with top-tier amenities. Entertain or hang out in style in gracious rooms curated by Susan Tracy Designs featuring a warm color palate, and not often found finishes like Venetian plaster and built-in hallway millwork. The open kitchen/family room is a wonderful place to cook, eat and live. It's bathed in natural light and features top-of-the-line appliances including two dishwashers, Thermador wine column, Elkay water dispenser and ultra convenient 2-drawer refrigerator in the scullery. The back of the house opens to a large wrap-around patio accessed from the kitchen eating area as well as the private office, all overlooking a beautiful yard and Signature pool. Once upstairs the Primary bedroom suite steals the show! Bright and airy with a cozy fireplace, huge closet and luxurious bath. Lots more to talk about like the spacious laundry room outfitted with two sets of stack washer/dryers or the lower-level gym with glass doors, or the pool cabana bath with changing area. The list goes on! Come see for yourself.

20 Fresenius Rd, Westport
102 Compo Rd S, Westport
$3,963,000
7 Beds ⋅ 8 Baths ⋅ 24147210 MLS
THE ESTATES AT COMPO SOUTH - SIR Development presents the last of two luxury residences set back on beautiful property, each with their own distinct Modern style and pool. Officially designated by the State of CT as a Scenic Roadway, this location offers ultimate convenience to every amenity that makes Westport one of the most highly desired towns in the nation. This elevator-ready home begins with a spectacular glass-lined foyer, filling the entire layout with sun. The private office/library with extensive built-ins provides a wonderful place to work. The dining room is accented by steel-framed glass panels and a crisp tray ceiling detail, while the butler's pantry has a fluted backsplash. The incredible gourmet kitchen features a pale oak-accented ceiling, generous island, Thermador appls incl double dishwashers and massive ref/frz. The open flow continues into the fam rm w/bold coffered ceil detail, linear gas fpl and glass doors to the deck. The oversized mudrm links the hub of the home to the garage and casual entry. Upstairs, the first 5 BRs incl the primary suite, which is an awe-inspiring sanctuary of refined design and ultimate comfort, beginning w/the cath ceil BR w/fpl, massive dbl clsts, a designer bath & more. Each BR has unique appeal. 3rd flr bonus space & the 6th BR. The finished, walk-out LL has the 7th BR, rec/gym/media, cabana bar for poolside entertaining, all stepping out to a patio. Just moments to Compo Beach, Longshore Club Park, train and town.

102 Compo Rd S, Westport
13 Rockyfield Rd, Westport
$3,925,000
5 Beds ⋅ 6 Baths ⋅ 24175855 MLS
The Legacy of Elegance: 1.12 Acres in the Heart of Westport. Some homes are built for a market. This one was built for a lifetime. Set on 1.12 tree-lined manicured acres framed by iconic New England stone walls, this pristine Westport Colonial is the definitive intersection of Classic Taste and Modern Life: Located in one of the town's most coveted walkable enclaves-just an hour from Manhattan-the home delivers both privacy and connection. The exceptional craftsmanship and layout are designed for the modern rhythm: Five bedrooms, seven baths and two dedicated offices allow effortless movement from productivity to play. Custom millwork and flooded natural light ground the home in tradition, while the versatile bonus spaces ensure there is a place for everything-and everyone. The backyard isn't just a lot; it's a resort. A newly renovated pool and spa are anchored by a covered pavilion, creating a private stage for the quintessential Connecticut summer. This is where long summer days, spontaneous dinners, and poolside mornings happen - all within the safety of a neighborhood where you can ride bikes to friends' houses and neighbors still say, "Hello." Minutes from Westport's gold-standard schools and its vibrant downtown, this home offers something incredibly rare: a true lifestyle rooted in connection and ease. While trends come and go, this home will endure.

13 Rockyfield Rd, Westport

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