Search Luxury Homes in Western Massachusetts

Luxury Homes

Find luxury 2, 3 or more bedroom homes in a variety of styles. Sign-up to save your search and keep an eye on the luxury home market in Western Mass. Listed below are water-front homes with pool.

Here you’ll find a rare opportunity for homeownership in Western Massachusetts most sought after real estate. 

Luxury Homes in Western Mass

$1,750,000
4 Beds ⋅ 4 Baths ⋅ 73499760 MLS
RARE Valley Views,This Wilbraham home blends comfort,character, and New england charm. Set on a picturesque double lot in one of the towns most desirable areas, this property offers the perfect balance of privacy and convenience. Step inside to find an inviting layout with generous natural light throughout. The spacious living areas are ideal for both everyday living and entertaining, featuring open dining spaces , a well appointed kitchen with a 14 foot island with abundant counter space makes cooking and entertaining a joy. Oversized windows in just about every room. A unique Great room with a domed ceiling; great for hosting dinner parties, Two sets of double doors with stone balcony just outside enjoy the view, oversized arched windows, custom cherry wall unit.The main suite is your sanctuary, stunning views, beveled oak floors,2 large walk-in closets, elegant ensuite bath. Library with soaring ceiling.& wet bar, Access to Attic space with cedar closet. Formal living rm two tray ceilings, fireplace. Center Hall Foyer opens to 2nd flr. custom wrought iron and oak turned staircase, Exquisite crystal chandelier. Private lower level with kitchenette,bedroom and full bath, ideal for those wanting a private space for family members, or guest. Inground pool , Pool house, 4 car garage, Stable,Carriage house with flexibility to create space that suits your needs.( ADU possible) Outside the property shines with mature landscaping, a lush yard and plenty of room for gardening, gatherings, or simply enjoying the quiet Ridge Rd. setting. large lot /400ft of frontage! Approx 1.5 hrs.to Boston. Not a cookie cutter!!!!!

751 Ridge Rd, Wilbraham
$950,000
4 Beds ⋅ 3 Baths ⋅ 73492379 MLS
Welcome to The Greens of Southwick – EAST! Another rare opportunity to build on one of the community’s sought-after estate lots, offering over 2 acres of land within this established neighborhood. This to-be-built Ranch design features over 2,500 sq ft of single-level living with 4 bedrooms, 2.5 baths, and an open layout designed for both comfort and functionality. Highlights include a spacious primary suite, 2-car attached garage, and thoughtfully designed living spaces perfect for everyday living and entertaining. Enjoy the privacy and space of a larger homesite while still being part of a well-planned subdivision with underground utilities and city water. A unique chance to create your dream home at The Greens of Southwick! House plan can be changed with builder approval

Lot 34 Silvergrass Lane, Southwick
$619,900
3 Beds ⋅ 3 Baths ⋅ 73490264 MLS
Welcome to 136 Thompkins Avenue! Fresh, inviting, and move-in ready, this beautifully maintained Colonial is tucked away on a quiet dead-end street while offering easy access to major routes, shopping, dining, and everything East Longmeadow has to offer. Step inside to a freshly repainted interior and new carpeting in the first-floor family room and all second-floor bedrooms. The main level features 9-foot ceilings, a spacious living room, large eat-in kitchen, and an oversized family room highlighted by a gas fireplace and double sliding doors leading to the expansive deck—perfect for summer entertaining, morning coffee, or simply relaxing outdoors. Upstairs, you'll find three generously sized bedrooms, including a primary suite with a Jacuzzi tub. Oak hardwood and ceramic tile flooring add warmth and durability throughout. Additional highlights include high-efficiency Trane furnaces, an oversized garage with abundant storage, and a sprinkler system for added peace of mind. With fresh updates, generous living spaces, and a fantastic location, this home is ready for its next chapter. Come see why 136 Thompkins Avenue is one you won't want to miss!

136 Thompkins Avenue, East Longmeadow
$1,000,000
4 Beds ⋅ 4 Baths ⋅ 73489858 MLS
Exquisite home showcasing exceptional craftsmanship and intricate detail throughout, privately set on just over 3 acres at the end of a quiet cul-de-sac in one of the town’s most desirable locations. Offering a rare blend of luxury, space, and privacy, this home features beautifully designed living areas and serene surroundings. A fabulous open floor plan is ideal for entertaining, highlighted by a grand two-story foyer. Private office with French doors opens to a stunning family room with beamed/coffered ceiling, flowing into a massive kitchen with cherry cabinetry, center island with sink and breakfast bar, and bar area with wine cooler. Kitchen and family room open to a deck with impressive stone fireplace. Kitchen connects through pantry to dining room. Second floor features elegant primary suite with bath, three additional bedrooms, full bath, and laundry. Walk-out basement offers spacious media and game rooms with full bath, rough plumbed for a bar. Siding is Hardy Plank.

16 Falcon Heights, Wilbraham
$1,150,000
12 Beds ⋅ 7 Baths ⋅ 73484553 MLS
Built in 1879, 270 Maple Street—historically known as the Frederick Harris House and more recently as Valentine Mansion—is a remarkable 30-room historic estate spanning 11,102 square feet. The largest single-family home in Springfield’s “City of Homes,” it features a 40-foot grand ballroom, ornate floor-to-ceiling hand-carved fireplaces, 12 bedrooms, 6.5 bathrooms, and what may be the city’s finest residential view. Set on 1.6 acres, with two additional lots available, the property was built for banker Frederick Harris and social activist Emily Osborne, the home offers multiple primary suites—including a rare adjoining his-and-hers suite—coffered ceilings, six sets of pocket doors on the first floor alone, and exquisite original woodwork, tile, brass hardware, and metalwork. Energy-efficient mini-splits, stainless steel appliances, a nine-zone sprinkler system, ample parking—this property has it all.

270 Maple St, Springfield
$929,000
3 Beds ⋅ 4 Baths ⋅ 73483384 MLS
Just back on the market, 179 Klaus Anderson Road is Lot 1. This is a flat wooded 3.3 acre lot with 300 feet of frontage. This large lot allows for a lot of design flexibility. There is plenty of room for a swimming pool and/or a barn. This is a really beautiful lot. You can bring your own builder or build in the future. Or you can use Blue Sky Builders who are suggesting this design. They are custom home builders, so are happy to work with you on any plan that you like. They have been building custom homes in Northern Connecticut and Western Mass for over 30 years and specialize in upscale energy efficient new construction. These homes are built tight to minimize outside air flow and are meticulosly insulated. A Blue Sky Energy Saver Branded New Home features high performance air sealing and insulation, Energy Star windows, mechanical systems and appliances. Geothermal heating and cooling is an available option. We will be happy to meet with you to walk this lot and to discusss the building process. We will work with you to build the custom home of your dreams. Our mission is to have you "Live Happily Ever After".

197 Klaus Anderson Road, Southwick
$2,990,000
7 Beds ⋅ 9 Baths ⋅ 73452347 MLS
Rare opportunity to own one of New England’s most distinguished equestrian estates, set on 60+ acres in the desirable Sturbridge/Brimfield area. This exceptional luxury estate offers endless potential for a private compound, equestrian facility, wellness retreat, event venue, or development opportunity. The expansive grounds feature rolling meadows, mature woodlands, manicured gardens, and scenic cobblestone and brick pathways. The main residence offers approximately 8,600+ sq ft of living space, complemented by a 2,000+ sq ft guest house ideal for multi-generational living or rental income. Resort-style amenities include a swimming pool, pool house, 2 tennis courts(grass & clay), a golf practice area, beautifully designed outdoor entertaining spaces. A private pond & hillside stream create a serene, park like setting. Significant development potential with additional acreage & road access, offering opportunities for subdivision or expansion. A unique & private luxury property.

87 East Holland Road, Brimfield
$899,900
2 Beds ⋅ 2 Baths ⋅ 73448965 MLS
DIRECT WATERFRONT LIVING ON CEDAR POND! Welcome to 26 Cedar Lake Drive, a rare opportunity to own a fully remodeled lakefront retreat on one of Sturbridge's most desirable fully recreational lake. This home offers the ultimate waterfront lifestyle with direct access to Cedar Pond and a private boat slip tucked conveniently BENEATH THE HOUSE, a unique feature that makes an effortless launching of your boat or jet-ski. Originally built with charm and character, the property underwent a complete transformation in 2000, blending modern updates with timeless lakefront appeal. Step inside to discover an open floor plan that maximizes water views from nearly ever room. The kitchen is tastefully designed with a Viking stove and open living concept makes it perfect for entertaining and hosting lakefront gatherings. Imagine waking up to shimmering sunrises and enjoying coffee from your oversized deck and ending your day with breathtaking sunsets reflected across the lake. Enjoy the lifestyle!

26 Cedar Lake Dr, Sturbridge
$2,295,000
6 Beds ⋅ 3 Baths ⋅ 73439142 MLS
Step back in time without sacrificing modern luxury at the meticulously restored Stephen Pynchon House c1785 located in historic Brimfield. This rare 2 acre 3 bldg property includes a beautifully preserved 3,018 sf antique home w/ 6 bedrooms, 2.5 bathrooms w/ a restored elegant kitchen featuring high-end appliances, hidden fridge, hidden d/w, oversized restored sink. Complementing this beautiful home are 2 modern new construction bldgs. A stunning 6,350 sf oversized comm bldg/shop perfect for business/studio/event/function space w/ 2 1/2 baths and own new septic. House and shop have closed loop geothermal heating/cooling system. Next is a 1,496 sf forward thinking/innovative oversized 3 car garage w/Tesla solar and under slab radiant heat from Bosch propane fired boiler This exceptional estate blends centuries of history w/ today’s finest high end amenities. An incredible opportunity to own an iconic piece of Brimfield’s past, thoughtfully paired with extraordinary modern living.

21 Sturbridge Rd, Brimfield
$639,000
4 Beds ⋅ 3 Baths ⋅ 73432344 MLS
A rare opportunity to own over 50 acres of Scenic New England countryside on a quiet dead-end road. Rolling fields, wooded hillsides, a babbling brook, and a picturesque pond create an exceptional setting for horses, farming, or simply enjoying the privacy and beauty of country living. Dating to 1772, this four-bedroom, three-bath Colonial offers warmth, charm, and plenty of space to make it your own. Skylights brighten the dining area and inviting three-season room, while the living room and family room each feature a fireplace for cozy gatherings. Designed with country living in mind, the 24’ x 52’ barn was originally built with five horse stalls and now offers flexible space for horses, livestock, equipment, or hobbies. The property also features a turnout, tack room, storage room, overhead tractor bay, four barnyard hydrants, extensive fencing, and abundant open land ready for your vision. A detached three-car garage with loft provides additional storage. A two-story post-and-beam Carriage House awaits your vision and offers exceptional potential as a workshop, artist’s studio, collector’s garage, hobby space, or virtually anything that complements your country lifestyle. With approximately 482 feet of road frontage, rear access from Echo Road, and possible subdivision potential (subject to local approvals), this remarkable property offers endless opportunities. Whether you envision an equestrian estate, gentleman’s farm, family retreat, or a private country escape, this is a property where lasting memories are waiting to be made.

30 Little Rest Rd, Brimfield
$994,900
4 Beds ⋅ 4 Baths ⋅ 73373476 MLS
Stunning New Colonial in a Premier Neighborhood! This beautifully crafted home features a striking exterior with multiple rooflines and a welcoming 20' farmer’s porch. Inside, enjoy a dramatic open floor plan with a spacious great room, gas fireplace, and 4-panel slider to a large deck—perfect for entertaining. The gourmet kitchen boasts a 10' island, granite countertops, and custom cabinetry. A formal dining room with tray ceiling, first-floor home office, and tiled half bath add functionality. Upstairs, the luxurious primary suite offers a cathedral ceiling, walk-in closet, and spa-like bath with tiled shower and dual vanity. Three additional bedrooms, two more full baths, and a convenient laundry room complete the second floor. Full basement and 2-car garage with storage. Built by a trusted local builder with other designs available. Contact us today for a full info package!

Lot 9 Haynes St., Sturbridge
$730,000
73347767 MLS
Attention Investors! This property Located on main st, Springfield. This is mixed use commercial and residential use. There are three front stores open to each other and they use it as a church, second floor has two residential units, one has 3 bedrooms and 2 bathrooms, a living room, and a kitchen. The second unit has 2 bedrooms and 2 bathrooms, living room and kitchen. Third floor has 4 units, all units similar to each other. Each unit has a big bedroom, kitchen and full bathroom. This property will go fast. Schedule your private showing today.

570-582 Main St, Springfield
$903,000
4 Beds ⋅ 1 Baths ⋅ 73320809 MLS
Quaint 1810 home with a 21-stall horse barn on 18.11 acres, presenting a fantastic opportunity for horse enthusiasts. 89 additional acres adjacent to the property can be included for a comprehensive package priced at 1.1 million.The horse barn features 21 spacious 12'x12' matted stalls with heated auto waterers. Equestrian facilities include a 70'x160' indoor arena with 100 linear feet of mirrors, a 100'x200' outdoor arena, riding trails spanning 18 acres, and 11 individual turn-out paddocks, along with 2 multi-horse turn-outs.Inside the barn, amenities include a climate-controlled lounge, tack room, owner's private tack room office, and bath with heated/Central AC. The barn also boasts a generously-sized hayloft, farrier's work area, individual tack lockers, feed room, and a wash stall with hot and cold water. Features like an oversized septic system, tool storage room, and additional storage for shavings enhance functionality.The property includes a spring-fed well

233 Mort Vining Road, Southwick
Start Your Search

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.