Winchester, MA Homes for Sale with Pool

Set back on a private, serene lot, this contemporary home offers peaceful nature views from nearly every window and a bright, open layout designed for effortless indoor-outdoor living. Cathedral ceilings, hardwood floors, two fireplaces, and French doors create inviting living and dining spaces that extend to decks and patios. The kitchen features teak cabinetry, stone counters, stainless

Anne Spry Barrett Sotheby's International Realty

Magnificent newer sun filled colonial w/oversized rooms offering over 8,000 sq ft of beautifully finished living space featuring 7 grand BR's, 7.5 BA across 4 levels w/a 3-car direct entry garage. This expansive home showcases exceptional craftsmanship including custom built-ins, fine cabinetry, decorative moldings, 4 fplc & a great layout. The newly renovated kitchen features sleek quartz

Kim Covino Compass

Classic curb appeal abounds at this expansive five-bedroom colonial in the desirable Winchester Highlands neighborhood. The sun-filled first floor features a gracious floor plan with a thoughtfully designed eat-in kitchen showcasing premium appliances including a Sub-Zero refrigerator and Fisher & Paykel DishDrawer. A dining room, living room with wood-burning fireplace, office, mudroom and

Dara Singleton Better Homes and Gardens Real Estate - The Shanahan Group

This European-inspired villa blends timeless elegance with modern design. A dramatic curved staircase and soaring architectural details introduce a home designed for both grand entertaining and everyday comfort. Sun-filled living spaces feature handcrafted finishes, antique beams, stone fireplaces, and expansive French doors that create a seamless connection to the outdoors. At the heart of the

Tina Natale Luxury Living Real Estate

Completely renovated from top to bottom, this brand-new 2-bedroom, 2-bath condo offers the privacy and feel of a single-family home in one of Winchester's most desirable neighborhoods. Tucked away on a quiet, tree-lined street just moments from vibrant downtown, this home features its own private entrance, driveway, and backyard. Inside, enjoy white oak hardwood floors, a stunning chef's kitchen

The North Star Group Keller Williams Realty Evolution

Welcome to this spacious West Side home w/a versatile multi-level layout, offering ample room for comfortable living and entertaining. In the main level, you'll be greeted by a warm & inviting atmosphere, w/abundant natural light filtering through the windows. You enter a well-appointed kitchen, w/ample counter space, a breakfast nook and a french door access to the deck surrounded by tall trees.

Elaine Song Coldwell Banker Realty - Lexington

Charming colonial with lots of character! Step into a welcoming foyer that leads into an open concept kitchen and dining room area. Kitchen is fully equipped along with gas cooking and breakfast bar,front to back living room with a cozy fireplace surrounded by built-ins and slider out to a big sunny deck and crown moldings, french doors from living room lead out to a 4 season sun room perfect for

Diane Plunkett Plunkett Properties

Waiting for you to enjoy: your carefree home with cathedral ceilings, tall sunny windows, exterior deck, living room with fireplace, formal dining room, adjacent den/3rd bedroom, and kitchen with breakfast area! This "A" style Ledges condominium on a private cul-de-sac includes a FIRST FLOOR PRIMARY SUITE with generous bedroom, large closets and primary bath with double sinks, shower and tub.

Felicity Tuttle Better Homes and Gardens Real Estate - The Shanahan Group

NEW Construction 6-bedroom, 6.5-bath luxury home offers approximately 7,400 square feet of impeccably crafted living space designed for sophisticated living and grand-scale entertaining. A dramatic open-concept floor plan is highlighted by soaring ceilings, a statement fireplace, and expansive walls of Pella windows that flood the interiors with natural light. The designer chef’s kitchen is

Brooke Zarbano Regatta Realty

Don't miss this incredible opportunity to own a beautifully maintained 4-bedroom, 2 full bath, 2 half bath home in one of Winchester's most desirable locations. Designed for both everyday living and effortless entertaining, this home offers spacious living areas filled with natural light, an updated kitchen, generously sized bedrooms, and a versatile finished lower level perfect for a family

Team Lillian Montalto Lillian Montalto Signature Properties

Must see this completely renovated & expanded stately brick home located just outside the town center offering the perfect blend of timeless charm & modern living. Thoughtfully re-designed with an open concept layout, the home features a custom high end kitchen that flows into a gorgeous oversized family room addition* w/ walls of windows overlooking a stunning private backyard. Formal LR and DR,

Kim Covino Compass

Rarely available top-floor (7th floor) condo at the Parkview Condominium Complex! Enjoy easy living in highly desirable Winchester. Well-maintained 1-bedroom condo offers a bright, open-layout, spacious bedroom with an oversized closet. Full bathroom with tiled shower/tub. The Kitchen offers ample cabinet and counter-top space, breakfast bar style which opens to the living area- perfect for

Cameron Moniz Coldwell Banker Realty - Lexington

Enjoy easy living at Wedgewood Place, a sought-after condominium community in the heart of Winchester Center. This spacious 2-bedroom, 2-bath home offers a bright, open layout with a wood-burning fireplace and a great balcony. The updated kitchen flows seamlessly into the living and dining areas, creating an inviting space for everyday living and entertaining. The generous primary suite features

Kim Covino Compass

Welcome to effortless living in the most desirable community of Winchester. This beautifully updated studio condominium at The Parkview Condominiums offers an exceptional opportunity to own the most affordable home in Winchester. Rarely offered sunny side lobby level. You'll find a thoughtfully renovated interior featuring a stunning new kitchen with white shaker cabinetry, gleaming quartz

Stephen DeConto Cameron Real Estate Group

SPRING TIME IS COMING! Welcome to this Stunning 2 BR unit on Terrace level with amazing view of duck pond and flowering garden area from private outdoor patio at Parkview Condominiums. Spacious open LR/DR with updated kitchen and bath. Kitchen to include stainless steel appliances, glass tile backsplash, very nice countertops and huge peninsula great for parties. 2 huge bedrooms with lots of

Nuri Tirana Tirana Real Estate Group

Newly renovated Second Floor End Unit in much sought after Crescent Park Community. Brand new stainless steel appliances and balcony with beautiful views. New tile in guest bathroom and beautiful wood flooring. Deeded parking space #20 provides easy access to Condo just outside rear entrance, and deeded extra storage in storage locker. Incredible Club House amenities include outdoor in-ground

Gary Marchese

Buyer could not close so this TURN-KEY Crescent Park Condo is back on market! Ideally located near Whole Foods, Woburn CC, and the shops & restaurants of Woburn, Burlington, and Winchester, this beautifully maintained condo overlooks conservation land and offers a peaceful, low-maintenance lifestyle. This impeccably maintained 5th-floor, single-level unit features 2 bedrooms, a private covered

Lisa Santilli Classified Realty Group

Location, Location! Here is your chance to live at The Gates! This highly desirable complex is conveniently located on the Stoneham/Winchester line with easy access to I-93, I-95, great shopping and many restaurants. With an inground pool, beautifully landscaped grounds and a clubhouse, it's truly a pleasure to come home to this very spacious one bedroom condo with perfect placement next to the

Sally Baldwin Coldwell Banker Realty - Lexington

Enjoy stunning 6th-floor views from this bright and modern corner unit south east facing 2-bedroom, 2-bath condo in the sought-after Crescent Park community. Prime location just 1 minute from Whole Foods, 6 minutes to H Mart and Market Basket, and 10 minutes to Trader Joe’s and Burlington Mall, with convenient access to I-95 and the MBTA 350 bus to Alewife Station. This home offers abundant

Rose Hall Blue Ocean Realty, LLC

2024-built 1 bedroom condo at Highland at Vale offering easy single-level living! This bright, open-concept home features an airy, contemporary layout ideal for both everyday living and entertaining. The stylish white kitchen showcases stainless steel appliances, ample storage, and a center island, seamlessly flowing into the dining and living areas. Sliders from the living room lead to a private

Kim Covino Compass

True private resort living. Set on a private .73-acre lot in one of Lexington’s most coveted neighborhoods, This home offers over 10,500SF of curated living & entertaining space w/ 7 beds & 7.5 baths. Privately sited behind mature landscaping, this estate blends timeless architecture w/ resort-style amenities. Dramatic two-story foyer w/ arched windows, formal living & dining rooms, expansive

Ricardo Rodriguez Coldwell Banker Realty - Boston