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33 Highland Farm Rd, Greenwich
$7,255,000
6 Beds ⋅ 10 Baths ⋅ 24150635 MLS
Tucked away on over seven quiet acres off prestigious Round Hill Road, this private estate offers a serene blend of luxury, space, and style. The main residence is complemented by a beautiful pool/guest house designed for effortless entertaining and resort-style living. At the heart of the home, a Christopher Peacock kitchen showcases statuary marble countertops and backsplash, double islands, and professional-grade appliances, all centered around a custom command station with built-in desk and storage. The kitchen opens seamlessly to a sun-filled family room with bespoke cabinetry, creating the perfect setting for relaxed gatherings. The first floor also features a front-to-back living room, elegant dining room, inviting home office, and private en-suite guest suite.

33 Highland Farm Rd, Greenwich

35 Sterling Rd, Greenwich
$7,150,000
5 Beds ⋅ 6 Baths ⋅ 24142174 MLS
After a 2+ year museum level renovation, this amazing residence is ready for its next owner. Tucked behind private gates on one of Greenwich's most secluded roads, this exquisitely reimagined mid-century estate offers a rare fusion of timeless architecture and modern sensibility. Spanning over 7,900 square feet, the residence is a masterclass in indoor-outdoor harmony. Floor-to-ceiling glass walls dissolve boundaries between refined interiors and nature's embrace, revealing sweeping lawns, a resort-style pool, and tranquil lake views. Inside, the design speaks to modern sensibilities: white oak floors, soaring ceilings, and skylights infuse every space with warmth and light. The spa-inspired primary suite is a retreat unto itself, while open-plan living areas invite effortless entertaining and quiet reflection. Every detail from the curated finishes to the serene palette echoes a lifestyle of understated elegance. This is not just a home - it's a sanctuary for those who seek balance, beauty, and the quiet sophistication of Greenwich living at its finest.

35 Sterling Rd, Greenwich

530 Round Hill Rd, Greenwich
$6,900,000
6 Beds ⋅ 7 Baths ⋅ 24165781 MLS
Set on 4.3 picturesque acres along coveted Round Hill Rd, the original main residence of historic Field View Farm is a distinguished pre-war Georgian Colonial of exceptional quality, long associated with one of the area's notable legacy estates. A long sweeping private driveway introduces the stately brick and clapboard home, thoughtfully and comprehensively renovated to today's highest standards. Offering 6 bedrooms and 6.5 and baths, the residence balances timeless architectural elegance with modern comfort. Designed for elevated living, the grounds offer a resort-style pool, a private gym housed in its own standalone structure, and a heated four-stall horse stable offering flexibility for conversion to a guest cottage or ancillary living space. Expansive terraces and multiple French doors frame sweeping views of open fields and a mature evergreen grove. Abutting 8.5 acres of protected Land Trust property, the estate enjoys remarkable privacy, pastoral beauty, and enduring value in one of Greenwich's most prestigious settings.

530 Round Hill Rd, Greenwich

23 Wyckham Hill Ln, Greenwich
$6,750,000
6 Beds ⋅ 8 Baths ⋅ 24189995 MLS
Set on over two acres of exquisitely manicured grounds, this exceptional six-bedroom Georgian estate offers approximately 8,500 square feet of beautifully designed living space, including the finished lower level. Surrounded by mature landscaping and complete privacy, the residence seamlessly blends timeless architecture with modern luxury. Elegant formal living and dining rooms, multiple fireplaces, French doors, custom millwork, and a richly appointed library create an atmosphere of refined sophistication. The chef's kitchen features premium appliances, custom cabinetry, a marble center island, and a sun-filled solarium breakfast room that opens to the inviting family room. The luxurious primary suite is a private retreat with a fireplace, sitting room, expansive walk-in closet, and spa-inspired marble bath. Five additional bedrooms provide exceptional accommodations for family and guests. Designed for year-round enjoyment, the resort-style grounds feature a spectacular pool and spa, expansive entertaining terraces, an outdoor kitchen with two grills and a wood-fired pizza oven, a gas fire pit, greenhouse, and organic gardens. The finished lower level offers a media room, fitness center, wine cellar, game room, and flexible recreation space. Complete with a heated three-car garage and approved seven-bedroom replacement area, this distinguished Greenwich estate presents a rare opportunity to enjoy luxury living in one of the town's most coveted private settings.

23 Wyckham Hill Ln, Greenwich

182 Taconic Rd, Greenwich
$6,325,000
6 Beds ⋅ 8 Baths ⋅ 24073464 MLS
Set on a serene, level 4.15-acre lot and perfectly sited for privacy, exceptional 6 bed, 6.2 bath, center-hall Georgian Colonial with a charming guest house offers the ultimate in luxury living. A harmonious blend of classic architecture and modern updates, this meticulously maintained residence is turnkey and move-in ready. The elegant, front-to-back foyer welcomes you into beautifully scaled formal spaces including a dining room, living room, and private den/office. A spacious family room, framed by French doors leading to tranquil bluestone patios, connects seamlessly to the gourmet kitchen with a Wolf gas range, Sub-Zero refrigerator, two additional refrigerator/freezer drawers, dual dishwashers, a center island, and a sunlit dining area. The main level also features a versatile ensuite bedroom, ideal for guests, a second office, or a playroom. Upstairs, the luxurious primary suite includes a tray ceiling, dual walk-in closets, a spa-like bath, and an adjoining private sitting room. Three additional ensuite bedrooms offer generous space with custom built-ins and walk-in closets. A spectacular second floor family room with cathedral ceilings and close proximity to the 6th bedroom, also provides an ideal private suite for guests or extended family. The finished lower level adds approximately 1,400 square feet and features a playroom with custom mahogany wet bar, gym, and half bath. A separate one-bedroom guest house with a covered porch and oversized two-car garage adds

182 Taconic Rd, Greenwich

20 Cutler Rd, Greenwich
$5,700,000
5 Beds ⋅ 6 Baths ⋅ 24135644 MLS
A rare blend of privacy, luxury and modern design, this stunningly renovated 5-bed, 5-bath Colonial is set on 4 private acres with a heated pool. Spanning over 8,000 SF across three light-filled levels, the home offers exceptional living and entertaining spaces. Primary suite features vaulted ceiling and dual dressing rooms, while a dramatic family room showcases soaring ceiling and three walls of windows. The new chef's kitchen boasts a large island, Sub-Zero appliances, butler's pantry with wine fridge and custom cabinetry. Multiple gathering spaces incl formal living and dining rooms plus family rooms on 2nd floor and walk-out LL. Outdoor living is enhanced by a spacious terrace with kitchen overlooking the pool + landscaped grounds. Additional amenities include exercise room, mudroom, 2 laundries, 400 amp service + a 3 car garage.

20 Cutler Rd, Greenwich

6 Carpenters Brook Rd, Greenwich
$5,075,000
4 Beds ⋅ 4 Baths ⋅ 24163258 MLS
Set behind gates and approached by a striking cherry blossom-lined drive, this fully reimagined storybook countryside estate represents a rare convergence of architectural character and modern, custom-built luxury. Rebuilt to the studs in 2022, the residence showcases uncompromising construction quality, bespoke finishes, and a level of design typically reserved for newly constructed estates without sacrificing the charm and scale of a classic French Normandy. Spanning 4.24 acres, the grounds are nothing short of extraordinary formal gardens, stone walls, a natural brook, and mature plantings create a private, estate-like setting with complete seclusion. The interiors are anchored by a statement gourmet kitchen expansive, refined, and outfitted with top-tier appliances and custom detailing seamlessly flowing into beautifully scaled living and entertaining spaces. The property offers 4 bedrooms and 3.5 baths, along with both attached and detached two-car garages, offering versatility for collectors or creative use. A separate cottage enhances the estate's livability, ideal for guests, staff, or extended stays. A turnkey, design-driven estate for the buyer who demands privacy, presence, and precision in every detail.

6 Carpenters Brook Rd, Greenwich

33 Cliffdale Rd, Greenwich
$4,260,000
5 Beds ⋅ 5 Baths ⋅ 24163978 MLS
Golden opportunity to own four private acres in Greenwich's coveted Back Country. Tucked behind a gated stone entrance, this stunning Colonial sits on rolling lawns with sunset views to scenic Laub Pond. Renovated by renowned Lighthouse Architects, it blends classic New England charm with modern luxury and includes plans for future expansion. The primary suite is a true retreat, featuring mahogany vaulted ceilings and a fireplace, evoking a boutique hotel feel. Four additional bedrooms offer ample space, while expansive living areas are perfect for both quiet nights and entertaining. A sparkling pool, sweeping lawns, and rare privacy complete the setting. Just minutes from top schools, country clubs, and town.

33 Cliffdale Rd, Greenwich

29 Hunting Ridge Rd, Greenwich
$4,020,000
5 Beds ⋅ 5 Baths ⋅ 24155699 MLS
HIGHEST & BEST OFFERS BY 12PM ON MARCH 14TH. Timeless Country Living Centered Around a Storybook Pond set on 4 spectacular acres. This 5-bedroom, 3 full and 2 half bath home offers timeless architecture and a layout designed for both everyday living and effortless entertaining. NanaWall doors of glass in the gourmet kitchen and dining area draw in natural light and frame views of the stone patio, expansive lawns, and serene water views you'll never tire of. Multiple living spaces-including a gracious living room, family room, and den-are complemented by two fireplaces and a butler's pantry, ideal for both everyday living and effortless entertaining. A main-level guest suite and charming three-season porch add versatility and year-round enjoyment. Upstairs, the spacious primary suite features an oversized dressing room and a spa-style bath with soaking tub and separate shower. The lower level includes a exercise room and mudroom with direct access to the attached two-car garage. A modern twist on a classic Garrison Colonial on a property that's nothing short of magical.

29 Hunting Ridge Rd, Greenwich

60 Locust Rd, Greenwich
$3,100,000
2 Beds ⋅ 2 Baths ⋅ 24165623 MLS
For the first time on the market, 5.1-acres presents a once-in-a-lifetime opportunity in the 4-acre zone of North Greenwich. Expansive, open, and impeccably level, the land captivates at every turn, offering a serene and private canvas. Nestled among distinguished homes, mature orchards, and country clubs, this property combines natural beauty with unparalleled convenience. Residents enjoy proximity to private schools, premier shopping and dining, and effortless access to the Merritt Parkway and I684. This extraordinary parcel invites visionary design and limitless possibilities, making it a rare gem in Greenwich. An oversized canvas for your architectural aspirations, it is perfect for creating a home that reflects your dreams. Home is occupied; DO NOT WALK THE PROPERTY all showings by appointment only and accompanied by listing agent. Home is offered, as-is.

60 Locust Rd, Greenwich

67 Bedford Rd, Greenwich
$2,815,000
24182945 MLS
Build your dream estate on 4+ private, level acres in the heart of backcountry Greenwich, surrounded by multi-million-dollar homes and just minutes from top transportation and amenities. The site is truly ready to build: the previous structure and all underground oil and water tanks have been removed. Enjoy exceptional access with Westchester County Airport, Million Air, and Blade only 6 minutes away for private aviation and helicopter service to Manhattan or the Hamptons. White Plains Metro-North is 15 minutes away with a 37-minute express ride to Grand Central. Walk to Tamarack Country Club. Short drive to nearby tennis clubs, two Equinox locations, the Hemlock Gorge Audubon Sanctuary and Greenwich Audubon Center. A rare chance to create a custom estate in Greenwich.

67 Bedford Rd, Greenwich

47 Will Merry Ln, Greenwich
$2,700,000
5 Beds ⋅ 4 Baths ⋅ 24167416 MLS
Situated on over two private acres in the highly desirable Mid-Country Greenwich area, this sophisticated 5-bedroom, 3.5-bath brick Colonial is a move-in-ready home designed for comfortable living and effortless entertaining. A welcoming foyer introduces the home's spacious layout, leading to both the living and family rooms. The generous family room, featuring a fireplace, flows seamlessly into the formal dining room. The updated, oversized eat-in kitchen opens to a large deck, creating an ideal setting for indoor-outdoor gatherings. A flexible bonus room-perfect as a sunroom, den, or home office-offers sliding doors that open to the expansive, private backyard. The home includes two primary bedroom suites - one on the main level and another upstairs -offering versatility for guests, multi-generational living, or an au pair. Bright, sun-filled interiors, hardwood floors throughout, and a fully finished basement add to the home's comfort and appeal. Additional features include a three-car garage, beautifully updated bathrooms, a whole-house generator, and a fully fenced backyard. Just minutes from the amenities of Greenwich, this exceptional property offers a rare blend of privacy and convenience.

47 Will Merry Ln, Greenwich

208 Bedford Rd, Greenwich
$2,500,000
4 Beds ⋅ 4 Baths ⋅ 24176742 MLS
Welcome to a slice of heaven & an opportunity to own a piece of history on 2 acres in Back Country Greenwich. Upon entering through the front gate, you will be transported to a tranquil oasis and welcomed into an inviting home that was thoughtfully redesigned and renovated so that the new serves to complement the old throughout. Spacious living room with original beams, bookshelves and window seat is perfect for family time, rainy day reading or entertaining. Hallway leads to formal dining room with built-ins and French doors and also into bright eat-in chef's kitchen with vaulted ceiling and skylights. Opens to patio and beautifully planted, well maintained grounds. Romantic primary suite/FP opens to outside as well. Next level offers an en suite bedroom as well as two additional bedrooms with shared bathroom. Delightful family room, laundry room and mudroom with laundry are on lower level with access to 2 car garage. Beautiful grounds with back gate access to pond (shared with 2 families) and beyond a trail that leads to Greenwich Trails, offering direct path from garden. This special home and property offer wonderful opportunities for outdoor lifestyle and proximity to the charming town of Armonk, which is 2 miles away. Just half mile to Modern Barn Restaurant, pizza place, wine shop, deli.

208 Bedford Rd, Greenwich

85 Cutler Rd, Greenwich
$2,300,000
6 Beds ⋅ 5 Baths ⋅ 24029949 MLS
This New England-style center hall colonial sits majestically atop a long private drive in idyllic back country Greenwich. The combination of outdoor spaces, set on 4 acres, make this home ideal for relaxation & entertaining...an in-ground pool, pool house, tennis court, and a versatile heated barn for creative pursuits. The interior features truly create an inviting atmosphere. Custom moldings, a wood-burning fireplace & beamed ceilings in the formal living room add character & elegance. The spacious dining room, with its vaulted ceiling & built-ins, can comfortably host large gatherings. In the chef's kitchen, the gas range & center island make cooking a pleasure, while the brick fireplace adds a unique charm that sets it apart from typical kitchens. The family room has walls of windows, allowing natural light to flood the space. All of these features & a flexible floor plan contribute to making this home so special. The main-level primary bedroom suite has an adjacent space to work or relax. Upstairs, there's a 2nd primary bedroom with a concept to add a full bath. There are 3 more bedrooms & 2 full baths on this level. Above the 2-car garage, a bedroom, den & bath create a very private suite for guests or extended family. Find more space & a wine cellar on the lower level. New exterior paint will bring this home back to its original splendor. More ways to add value exist here. Zoned for horses & beach rights. This wonderful property has all one could need to enjoy life!

85 Cutler Rd, Greenwich

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