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39 Compo Pkwy, Westport
$11,000,000
6 Beds ⋅ 9 Baths ⋅ 24130871 MLS
Welcome to your dream home on Westport's premier Compo Beach cul-de-sac - an extraordinary 2+ acre estate offering privacy, luxury, and resort-style living in one of Fairfield County's most coveted coastal neighborhoods. Custom-built by Schmiedeck Construction with interiors by Havilande Whitcom Design, this modern farmhouse blends stunning architecture with high function and comfort. Steps from Longshore Club CC & Compo Beach, the home centers around a dramatic infinity-edge pool, expansive patios, sculpted parterres, outdoor kitchen, multi-level decks, and a large screened porch. Meticulously landscaped with fruit orchard, raised garden w/ fireside seating, sprawling lawns, ambient lighting, firepit - every detail was curated for elevated indoor-outdoor living. Inside, enjoy sleek, state-of-the-art finishes: a show-stopping primary suite with balcony and spa bath, and a walk-out LL with media room, wine cellar, rec room, gym, kitchenette, and pool bath w/ changing room. Flexible spaces incl separate guest quarters and au pair suite - ideal for multigenerational living. Smart systems, 3-stop elevator, LED lighting, generator and energy-efficient HVAC add comfort and convenience. Room for a TC or guesthouse, plus rare sub-dividable potential in one of Westport's most prestigious enclaves.

39 Compo Pkwy, Westport

260 Hillspoint Rd, Westport
$10,300,000
5 Beds ⋅ 8 Baths ⋅ 24134169 MLS
Experience the unparalleled luxury of this exquisite Compo Beach seaside home,a masterpiece of design and craftsmanship, designed by renowned architect Peter Cadoux. Just steps from a private beach, this architectural gem is bathed in natural light and boasts breathtaking panoramic water views from nearly every room.The full chef's kitchen opens to a radiant sunroom with a glass ceiling, perfect for quietly enjoying the seaside ambiance. Entertain guests in the adjoining family room with a grand fireplace, the elegant dining room, and the striking music room all featuring wrap-around windows that showcase panoramic views of the Long Island Sound.The upstairs primary suite is a sanctuary with front and back balconies,a spa-like primary bath,an upstairs office and stunning views. Two additional bedrooms with a shared bath and a guest room with a private bath and balcony overlooking the Sound complete the second floor.The third floor offers two more bedrooms or flex space, a balcony overlooking the Sound, and a full bath.The exquisite craftsmanship continues on the lower level, a recreational paradise featuring a full gym, a lounge area with a fireplace, a media room, a pool table area with a bar, a fabulous wine room, and an extraordinary aquarium! Enjoy working from home in your private office or relax by the heated pool and spa. An outdoor kitchen enhances your charming and private backyard and also includes access to two tennis courts. Live every day like you're on vacation!

260 Hillspoint Rd, Westport

27 Owenoke Park, Westport
$6,750,000
6 Beds ⋅ 4 Baths ⋅ 24150724 MLS
Welcome to 27 Owenoke Park, a timeless direct waterfront retreat, offering sweeping views where history, nature and Long Island Sound converge. Tucked away from NYC's hustle, yet close enough to commute, Owenoke Park has always been one of Westport's most coveted neighborhoods. Set directly on the Long Island Sound shoreline with over 80' of water frontage, including private access to the tidal beach for boating and swimming, this New England Coastal Gambrel style home offers front-row seats to mesmerizing panoramic sunrises and sunsets, Compo Beach fireworks and beautiful existing gardens. Year-round, you'll marvel at the magnificent sights of birds soaring, fish jumping, and sailors and boaters gliding across the water. Take a stroll to Westport's Compo Beach or Marina to board your yacht at the dock, or paddle around Westport's Longshore Country Club for golf, tennis or sailing lessons. Nestled in a welcoming and picturesque community, you'll enjoy access to top-ranked schools and Westport's vibrant downtown, known for its exceptional dining, shopping and cultural experiences. 27 Owenoke Park isn't just a home-it's a lifestyle defined by natural beauty, a tight-knit community and the endless allure of Long Island Sound. Don't miss this rare opportunity to own a piece of Owenoke Park's legacy.

27 Owenoke Park, Westport

28 Ferry Ln E, Westport
$6,100,000
5 Beds ⋅ 9 Baths ⋅ 24175264 MLS
Looking for a sensational home just a short walk to the beach, Longshore, train, and restaurants in trendy Saugatuck? This exceptional home by Walter Mattera is a masterclass in blending traditional design with contemporary style. Expansive interiors feature grand gathering spaces that flow naturally into intimate retreats, creating a home equally suited for entertaining and everyday living. Thoughtfully designed across 4 floors, the home offers 5 bedrooms, 6 full/3 half baths. A gracious foyer opens to large scale living spaces, including an oversized kitchen with breakfast nook that connects seamlessly to the family room with a striking stone fireplace. Formal dining with butlers pantry, private office, and multiple indoor outdoor connections create a dynamic and inviting environment. The second level is highlighted by the luxurious primary suite featuring a fireplace, spa inspired bath, and boutique caliber closet designed as a calming retreat. Four additional en suite bedrooms, laundry, and bonus room complete the level. Third floor and walk out lower level recreation spaces reflect a modern approach to luxury where work, wellness, and entertainment coexist effortlessly. Outside, the chic and ethereal setting continues with a pool, spa, covered patio, fireplace, and expansive bluestone terrace that seamlessly integrate indoor and outdoor living. Every detail has been carefully considered to deliver comfort, sophistication, privacy, and connection to the best of Westport.

28 Ferry Ln E, Westport

22 Apple Tree Trl, Westport
$5,995,000
5 Beds ⋅ 5 Baths ⋅ 24158799 MLS
Located on a quiet private lane just two blocks from Compo Beach, this newly built coastal residence at 22 Appletree Trail offers a rare combination of modern craftsmanship, thoughtful design, and effortless beach living in the heart of Westport. Spanning approximately 4,791 sq ft of living space, the home blends timeless architectural elements with refined contemporary finishes. White oak floors, soaring ceilings, and custom Italian cabinetry create a warm and sophisticated interior. The chef's kitchen features L'Ottocento cabinetry, Thermador appliances, and Compac Quartz surfaces, complemented by a fully equipped butler's pantry with a second dishwasher and wine refrigeration. An open-concept family room with a sleek linear gas fireplace flows seamlessly to the covered outdoor terrace overlooking the heated pool and landscaped grounds-perfect for both quiet evenings and entertaining. Upstairs, vaulted bedrooms include fully furnished custom closets. A sun-filled lounge opens to a private rooftop deck with a gas fireplace and seasonal views of Long Island Sound. The primary suite offers a private terrace, dual walk-in closets with custom Italian millwork, and a spa-inspired bath designed for relaxation. Set moments from the shoreline while offering easy access to Manhattan via train, this newly completed residence presents a rare opportunity to enjoy modern coastal living in one of Westport's most desirable neighborhoods.

22 Apple Tree Trl, Westport

9 Pond Edge Rd, Westport
$5,775,000
6 Beds ⋅ 7 Baths ⋅ 24143533 MLS
Experience the pinnacle of Compo Beach living at 9 Pond Edge Road, a rare coastal sanctuary offering immediate beach access with the peace of mind of an elevated, flood-safe setting. Spanning 6,100 square feet across four impeccably finished levels, this 6-bedroom home is designed for effortless entertaining and everyday relaxation. Sunlight fills the open great room (with WBF) and dining area, where a wall of French doors opens to a private backyard oasis featuring a heated gunite pool, stone patio, and built-in BBQ, all surrounded by mature landscaping. A cozy living room with a gas fireplace provides the perfect setting for intimate gatherings or quiet evenings at home. At the heart of the home is the eat-in Chef's Kitchen, complete with luxury appliances, two dishwashers, three ovens, and an oversized center island. A flexible main-level suite offers ideal space for an executive office or guest accommodations. The second floor showcases a serene primary suite with a gas fireplace, dual dressing rooms, and a spa-inspired bath, along with three additional en-suite bedrooms and a laundry room. The third level features a secluded guest suite with private balcony and a skylight-filled bath. The lower level is a destination of its own, offering a home theater, dedicated gym, recreation room, and full bath with direct access to the pool. Complete with a whole-home generator and attached garage, this turn-key property delivers laid-back luxury just moments from the sand.

9 Pond Edge Rd, Westport

32 Burnham Hl, Westport
$5,450,000
6 Beds ⋅ 7 Baths ⋅ 24168754 MLS
Experience refined coastal living in this exceptional hilltop residence, just a short walk to Compo Beach. Built by celebrated Bluewater Home Builders, this stunning Nantucket-style home set on a rare & secluded .92-acre property on a quiet cul-de-sac is ideally positioned on one of the area's most prestigious & sought-after streets, offering an unparalleled blend of privacy & lifestyle. This home is surrounded by beautiful landscaped grounds and features a gunite pool, spa & water views of Mill Pond. Spanning 4 finished levels, the home offers 6 bedrooms, 7 baths, including 2 home offices-perfect for today's lifestyle. The grand foyer leads to the Dining Room with Butler's Pantry and the Living Room with fireplace. At the heart of the home is the Gourmet Kitchen with upscale appliances and an open floor plan to the Family Room. There is a screened in 3 season porch off the kitchen. On the second floor the luxurious Primary Suite features its own private office and a 2nd floor balcony with water views. 3 additional bedrooms are ensuite. A private third floor offers a bedroom, full bath and balcony ideal for guests, family or a secluded work space. The finished above ground walk-out lower level to the pool/patio is designed for both relaxation and fun, complete with a Playroom, Exercise Room, Bedroom, Full Bath, Wine Cellar, second laundry area and extensive storage. There is a full house generator. NO flood insurance is needed. Minutes to train station. Vacation year round.

32 Burnham Hl, Westport

15 Roosevelt Rd, Westport
$5,300,000
4 Beds ⋅ 5 Baths ⋅ 24174513 MLS
An impeccable home in an incredible location! Just a stone's throw to Compo Beach, Ned Dimes Marina and Longshore Club Park, this gorgeous 4 bedroom, 4.5 bath modern Colonial with a pool is beach neighborhood perfection. The main floor is beautifully arranged, the family, dining area and kitchen span the back of the house creating a great room - with French doors to the patio and pool just beyond. The gorgeous kitchen is down in white oak, with a massive island, top appliances and smart storage. Gorgeous custom details throughout include built ins, dramatic modern millwork, sleek fireplaces and high end stone surfaces plus an elevator. Upstairs, the primary suite is a dream - a bright and airy bedroom, two walk in closets, and an oversized bath with soaking tub, steam shower and radient flooring. There are two additional bedrooms on the second floor, plus an office and laundry room. The third floor holds a bedroom and full bath. Tucked on a quiet side street steps to the water and all the Compo/Longshore area amenities like beach, boating, golf and tennis, while also being just a quick ride into town or to the train!

15 Roosevelt 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

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

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

11 Edgewater Hillside, Westport
$3,899,000
4 Beds ⋅ 5 Baths ⋅ 24160000 MLS
COMPO BEACH WATER VIEWS at this picture-perfect beach house. Edgewater Hillside is the best-kept secret at Compo Beach, a private Hamptons-style cul de sac where each home is prettier than the next and water views abound. This exceptional residence combines timeless design with high-end amenities and so much space to live and entertain, walking distance to Compo Beach and Old Mill Beach, and moments to Longshore Club Park's golf, tennis, swimming and boating, and downtown. The four beautifully-finished levels are highlighted by so much attention to detail: soaring coffered ceilings, built-ins, and oversized windows taking in the views of the Sound, the Mill Pond and walls of blooming hydrangea. A chef's dream kitchen is equipped with Viking and Subzero appliances, and a fully-equipped outdoor kitchen and stunning stone fireplace make entertaining a breeze in all seasons. The generously-sized primary suite offers a sumptuous bath with soaking tub, walk-in closet and gas fireplace. The versatile floor plan includes a third floor retreat also with jaw-dropping views, balcony and full bath. The fully finished lower level also includes a full bath. The home and road access are not in a flood zone, and city water, sewer and natural gas plus a whole-house generator make life easy. Enjoy privacy, water views and the lifestyle only Compo Beach offers. Even room for a small pool! Also available fully furnished for a turnkey beach residence!

11 Edgewater Hillside, Westport

4 Buena Vista Dr, Westport
$3,875,000
5 Beds ⋅ 5 Baths ⋅ 24126601 MLS
Want to enjoy everything there is to love about the beach area, without the hassle of a flood zone? This home has everything you need. Perched at the top of Compo Hill, 4 Buena Vista Drive is a picture perfect colonial with water views and modern upgrades.This beautifully maintained home offers a traditional layout with high ceilings, arched doorways, and abundant natural light from the oversized windows. Thoughtful details include custom millwork, a butler's pantry, and spacious living/dining room great for entertaining. An open kitchen with high end appliances overlooks the family room with lots of custom built ins and a wood burning fireplace. Upstairs, the primary suite includes dual closets, wonderful water views, and a private deck creating a serene retreat. Primary bath has radiant heat. Three other upstairs bedrooms are spacious and flexible, including one with a Murphy bed for multipurpose use. In the lower level, there is a versatile hangout space and an additional bedroom which has access to a full bath. A generous mudroom for all your belongings, and 2 car tandem garage with lots of storage space rounds out this level. Enjoy the outdoors with a stone patio for dining, and admire the professional landscaping throughout the property. A whole-house generator and countless upgrades ensure comfort and peace of mind.

4 Buena Vista Dr, Westport

312 Compo Rd S, Westport
$3,750,000
4 Beds ⋅ 4 Baths ⋅ 24173977 MLS
Coastal Living at Its Finest - Compo Beach, Westport, CT Some homes are simply houses - others are a lifestyle, and this exceptional Compo Beach Colonial is unmistakably the latter. Built in 2012 and maintained in pristine condition, this 4-bedroom, 3.5-bath residence offers the rare combination of newer construction quality and effortless coastal elegance, nestled just minutes from the sparkling shores of one of Westport's most coveted neighborhoods. Step inside to an open, airy floor plan bathed in natural light, where a spectacular great room and chef's kitchen flow seamlessly together - crisp whites, soothing blues, and natural textures creating a relaxed yet decidedly high-end atmosphere that simply lives beautifully. When the weather calls, the oversized porch becomes the true soul of the home - the perfect setting for morning coffee, evening gatherings, and the unhurried moments that define summer on the Connecticut shore. Upstairs, the primary suite redefines comfort with a private sitting room, home office, and a spa-inspired bath featuring heated floors, a heated towel rack, and a deep soaking tub - thoughtful luxuries that make every day feel like a getaway. With generous secondary bedrooms, meticulous finishes throughout, and a location that puts Compo Beach, Westport's beloved amenities, and Metro-North all within easy reach, this is coastal Connecticut living at its absolute finest.

312 Compo Rd S, Westport

150 Hillspoint Rd, Westport
$3,500,000
4 Beds ⋅ 4 Baths ⋅ 24154934 MLS
Just steps from the sand, this captivating Compo Beach retreat delivers the coastal lifestyle buyers dream about-effortless, elegant, and designed to be lived in year-round. Set above the flood zone on .52 acres of exquisitely landscaped grounds, this lovingly maintained 4-bedroom, 4-full-bath home feels both refined and relaxed, with outdoor living woven into every experience. Sunlight streams through expansive windows and doors, creating a seamless flow between indoors and out. The open main level invites connection, anchored by a welcoming living room with stone fireplace, a sunlit dining area, and well-designed kitchen that opens to an expansive Azek deck-ideal for summer dinners and sunset gatherings. A casual family room and coveted screened-in porch overlook the grounds, offering peaceful spaces to unwind. A main floor bedroom with access to a renovated hall bath provides flexibility, while a mudroom and direct access to the two-car garage add everyday ease. Upstairs, the primary suite is a private escape with vaulted beamed ceilings, a spa-like renovated bath with oversized shower, and a large walk-in closet. Two additional bedrooms, a light-filled study area, laundry room, and a dramatic bonus/rec room with soaring ceilings complete the second floor. The lower level gym provides walk out to patio with cozy firepit and outdoor shower. Full House Generator. Room for pool. Natural Gas, City Water and Sewer. Easy for commuters - located minutes to train and I-95

150 Hillspoint Rd, Westport

216 Hillspoint Rd, Westport
$2,995,000
5 Beds ⋅ 5 Baths ⋅ 24133642 MLS
A rare opportunity in the heart of Compo Beach! This beautifully rebuilt updated 5BR, 4.5BA home offers over 4,600 sq ft of living space on a spacious and private .33-acres-uncommon scale for the neighborhood. Just steps from Old Mill and Compo Beaches, enjoy the privacy of a tucked-away residence with the convenience of in-town living and coastal beach access right across the street. Built with character by ship captain William Sherwood in the early 1800s, the home retains its historic charm and has been thoughtfully rebuilt, structurally reinforced, and expanded-preserving its architectural essence while introducing high-end finishes and craftsmanship. Timeless character blends with modern comfort featuring wide-plank floors, exposed beams, and custom millwork warmth, while natural light fills every room. From the inviting family rooms to the formal living and dining rooms, each centered around beautiful fireplaces that add depth and atmosphere. The chef's kitchen with cherry cabinetry and high-end appliances opens to stone patios and lush gardens-perfect for entertaining. Ideal as a spacious year-round family residence or weekend guest retreat, the flexible layout includes a serene primary suite with spa bath and dressing room, three additional bedrooms, and a finished open-plan third floor with water views and full bath-perfect for guests, office, or studio. The lower level showcases steel beam construction and meticulous care.

216 Hillspoint Rd, Westport

33 Burnham Hl, Westport
$2,825,000
4 Beds ⋅ 2 Baths ⋅ 24130770 MLS
Beach Living Awaits at 33 Burnham Hill Road, Westport. Build or reimagine the home of your dreams on this generous .61-acre lot (approximately 100' x 266'), perfectly positioned on a peaceful cul-de-sac in Compo Beach. The property features a beautiful stone wall, an expansive yard, and is surrounded by homes of substantial size. With ample room for a pool, it presents endless opportunities for outdoor enjoyment and design flexibility. This rare offering combines privacy, community, and coastal charm - all just moments from Westport's sandy shoreline, Longshore Club Park, and the vibrant downtown scene. Imagine mornings with ocean breezes, afternoon walks to the beach, and evenings watching the sunset over Long Island Sound. From a modern beach retreat to a charming New England escape, the possibilities here are as inspiring as the setting itself. Enjoy all that Westport has to offer - schools, fine dining, shopping, recreation, and an easy commute to NYC - from one of the town's most beautiful neighborhoods. 33 Burnham Hill: Where your coastal dream begins.

33 Burnham Hl, Westport

18 Sherwood Dr, Westport
$2,425,000
4 Beds ⋅ 2 Baths ⋅ 24121533 MLS
This Nantucket-style turnkey retreat has been reimagined and extensively renovated to create the perfect escape by the sea - a captivating and magical experience inside and out. Just a 4-minute walk from picturesque Old Mill Beach and around the corner from Westport's famed Compo Beach, this home blends a seaside-Scandinavian aesthetic with pickled white oak floors, glossy white walls, and sunlit, open spaces. Affectionately nicknamed The Punchbowl for the way it naturally draws friends together, it's long been a place for easy gatherings. Every detail reflects a thoughtful connection to the area - from its lush native gardens to the charming horseshoe crab door knocker that greets you at the front. Inside and out, it's a coastal home designed for living well by the water all year round. With 3 finished floors, 4 bedrooms, 2 updated full baths there's ample space to enjoy. The inviting kitchen features Subzero and Bosch and opens to living room with fireplace and pretty sunroom. The private property is embraced by mature arborvitae and hornbeams, offering a rare sense of privacy and calm just steps from the shoreline in a prime location. Just a bike ride away, enjoy golf, tennis, swimming and boating at Longshore Beach Club Park or a 5- minute drive to the train and restaurants. So close to the shore yet no flood zone and no flood insurance needed. New natural gas mechanicals in 2017. 18 Sherwood Drive isn't just the perfect beach retreat - it's a lifestyle.

18 Sherwood Dr, Westport

5 Farnham Ct, Westport
$2,351,009
5 Beds ⋅ 5 Baths ⋅ 24171058 MLS
Timeless elegance meets modern comfort in this stunning 1936 brick Colonial, beautifully updated while preserving the warmth, character, and craftsmanship of its vintage roots. Set in one of Westport's most desirable coastal locations, this 5-bedroom, 4.5-bath antique home is filled with architectural detail and storybook charm at every turn. Graceful arched doorways, a curved staircase, detailed moldings, leaded decorative windows, cozy window seats, original crystal and brass hardware, and three fireplaces create an atmosphere that feels both refined and deeply welcoming. Each room has been thoughtfully refreshed with an eye toward comfort, function, and timeless style, while honoring the home's original soul. Outdoor living is equally inviting, with lovely gardens, a spacious patio, a built-in grill, and a firepit perfect for relaxed evenings under the stars. Enjoy an exceptional Westport lifestyle just moments from Compo Beach, Longshore Club, the train, and Saugatuck's beloved restaurants and shops. The result is a rare blend of old-world beauty and updated livability - a home that feels elegant yet warm, sophisticated yet inviting. 5 Farnham Court is a truly special Westport residence for those who appreciate character, quality, location, and enduring design.

5 Farnham Ct, Westport

18 Vani Ct, Westport
$1,850,000
3 Beds ⋅ 4 Baths ⋅ 24187645 MLS
*Please submit all offers by Monday, 7/6 at 5pm. Compo Beach Living, Reimagined. At the end of a quiet cul-de-sac, where neighbors gather, ride bikes until dusk, and a hidden footpath connects you to the very best of Westport, you'll find a home that captures everything people love about Compo Beach living. Built in 2021 and thoughtfully designed for modern life, this custom home offers the rare combination of newer construction, timeless style, and a location that invites you to leave the car behind. Walk to the train in minutes, stroll to Saugatuck's celebrated restaurants for dinner, spend afternoons at Longshore or Compo Beach, and end the day back on one of Westport's friendliest streets. Inside, four finished levels provide the flexibility today's lifestyle demands. Bright, open living spaces flow effortlessly for everyday living and entertaining, while the finished lower level creates the perfect setting for movie nights, workouts, or play. Outside, the level, fully fenced backyard is surprisingly private, framed by mature greenery and designed for effortless enjoyment. More than anything, this is a home defined by its setting. A neighborhood where people know one another, where impromptu gatherings replace scheduled meets, and where convenience becomes part of everyday life. Beautifully built. Exceptionally located. Ready for its next chapter.

18 Vani Ct, Westport

5 Drumlin Rd, Westport
$1,812,000
4 Beds ⋅ 4 Baths ⋅ 24191980 MLS
Offers due by 5PM Monday, 7/27. Tucked into one of Westport's most treasured beach neighborhoods, this sun-filled Colonial is where people ride bikes until dinner, neighbors become lifelong friends, and an evening walk to Compo Beach can become part of your daily routine. From the moment you step inside, soaring ceilings, natural light, and beautifully connected living spaces create a home that feels larger, brighter, and happier than its square footage suggests. Designed for the way families actually live, the open floor plan flows effortlessly from the kitchen to the family room, while the unfinished lower level with soaring ceiling height offers potential for a home gym, golf simulator, media room, or recreation space-adding tremendous future value. Then there's something you won't find in most homes: an owned Tesla Solar Roof with integrated battery backup. Not panels mounted on top, but the roof itself generating power. Enjoy remarkably low electric costs, automatic backup power during outages, and annual income through Tesla's Virtual Power Plant-all without compromising the home's classic architecture. Outside, gather around the fire pit beneath the stars, tend the garden, and simply enjoy the feeling of belonging that makes this neighborhood so special. With beach rights, top-rated Westport schools, Longshore just around the corner, and one of the area's most welcoming communities, this is more than a beautiful home. It's the heart of Compo Beach living.

5 Drumlin Rd, Westport

61 Edgewater Commons Ln, Westport
$1,769,000
4 Beds ⋅ 4 Baths ⋅ 24125727 MLS
WALK TO BEACH * WATER VIEWS * ROOM FOR A POOL This coastal gem sits on one of the largest lots near Compo Beach and has been thoughtfully renovated by skilled artisans and craftsmen, combining beachside charm with modern comfort. Located at the end of a quiet cul-de-sac, the property features equestrian fencing leading to an oil-and-stone driveway and a flat, partially fenced yard with a spacious deck. Inside, the home offers generous rooms with high ceilings, two fireplaces, and an additional versatile room that can function as a fourth bedroom, au pair suite, or in-law apartment. The oversized kitchen features new appliances and a walk-in pantry, while a second-floor laundry/playroom adds convenience and flexibility. The primary suite impresses with a vaulted ceiling and private balcony. Additional highlights include central heating and air conditioning, fine millwork with shiplap walls, custom built-ins, modern vertical wood accents, and a rotating bookcase entry to the playroom. Owner-owned solar panels, installed in 2013, significantly reduce utility costs. Completing this coastal retreat is an outdoor shower, perfect for rinsing off after a day at the beach. Generous parking and ample yard space make it ideal for friends and family to enjoy year-round gatherings with quick access to nearby Compo Beach. Homes of this size and quality in this area are rarely available-this one is a must-see!

61 Edgewater Commons Ln, Westport

5 Inwood Ln, Westport
$1,250,000
4 Beds ⋅ 3 Baths ⋅ 24153684 MLS
Walk to beach, Compo Beach neighborhood. Inwood Lane is off of Hale Road, off of Hillspoint Road. The backyard of this home views lovely homes on Loretta Court. Charming, with four bedrooms and a large family room. Lovely deck overlooking the backyard with flowers and fauna. The master suite has it's own wing, with fireplace, walk in closet, and full bath, and is accessible to the large deck overlooking the property. New washer dryer, new dishwasher, new kitchen flooring, and lower level large family room has brand new flooring. Additional highlights include hardwood floors, central air, public water and sewer,and four propane tanks that serve the boiler, generator and deck grill. Minutes to the train station, shopping, restaurants, beach and longshore for tennis, golf and sailing.

5 Inwood Ln, Westport

69 Grove Point Rd, Westport
$1,225,000
2 Beds ⋅ 2 Baths ⋅ 24149889 MLS
Inviting 2-bedroom, 1.5-bath FEMA compliant coastal cottage offering the perfect blend of comfort, privacy, and seaside lifestyle. Built in 2013, this bright and airy home is tucked down a private road that winds through a salt marsh preserve with stunning views of Sherwood Mill Pond, a serene setting that feels worlds away while remaining close to everything Westport has to offer. Enjoy easy walking or biking access to Compo Beach, the coveted Longshore Club with golf, pool, tennis, pickleball, ice skating and sailing, and waterfront dining at the renowned La Plage Restaurant. The home is ideally located within a vibrant beach community known for year-round traditions including summer beach days, sandcastle contests, Fourth of July fireworks, and sunset picnics overlooking Long Island Sound. Enjoy the spacious deck and backyard, as well as driveway parking for 5 cars. Energy efficient heat pump keeps the home comfortable in all seasons. Convenient to downtown Westport, the Levitt Pavilion, Westport Library, MoCA Museum, summer and winter farmer's markets, and Westport's elevated shopping and dining scene. Top-rated public and private schools, easy commute to NYC, and low taxes complete this rare opportunity to enjoy coastal living in one of Connecticut's most prestigious towns.

69 Grove Point Rd, Westport

2 Drumlin Rd, Westport
$825,000
4 Beds ⋅ 2 Baths ⋅ 24133545 MLS
Welcome to 2 Drumlin Road, a rare single-story ranch nestled in the desirable Compo Beach neighborhood of Westport. Set on a .29-acre parcel, this 4-bedroom, 2-full-bath home offers endless possibilities-move right in, renovate, or build your dream home. Lovingly maintained by the same owners since 1973, the home features a cheerful kitchen with stainless steel appliances, a newer roof, siding, and windows, plus spacious front and back decks for outdoor enjoyment. The inviting front porch is ideal for relaxing in a rocking chair, while the expansive rear deck provides a great space for entertaining. This hard-to-find ranch-style residence blends comfort, convenience, and opportunity in one of Westport's most sought-after locations-within walking distance to Old Mill and Compo Beach, and close to schools, town, and commuting options.

2 Drumlin Rd, Westport

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