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$389,900
4 Beds 2 Baths 73575541 MLS
Nestled in a quiet neighborhood just off Boston Road, this charming Wilbraham Cape home seamlessly blends classic character, high-value mechanical updates, and incredible future potential. Step inside to a light-filled living room featuring soaring vaulted ceilings and a staircase that leads up to two spacious bedrooms. The open-concept kitchen serves as the heart of the home, complete with a center island, bright eat-in dining area, and sliding door access to the back deck (added in 2020) for effortless outdoor entertaining. The main level thoughtfully offers single-floor convenience with two first-floor bedrooms. Enjoy complete peace of mind knowing the major systems have all been recently replaced: central air in 2025, heating system in 2024, comprehensive Mass Save insulation in 2023, and roof in 2017. The real standout feature is the detached shed, which presents an extraordinary ADU opportunity. Already equipped with its own separate electric meter, a new roof in 2018, and previously utilized as an apartment, Massachusetts' updated ADU regulations make converting this structure back into a legal living suite, guest house, or income-producing rental simpler than ever. A truly versatile property, conveniently located for your daily commute!

10 Mountianview Street, Wilbraham

$525,000
5 Beds 3 Baths 73575418 MLS
Expect to be impressed with this expansive FIVE bedroom house tucked away on a quiet cul-de-sac of Wilbraham! Don't miss this rare opportunity. This property has undergone a full, high-end renovation from top to bottom; ALL NEW EVERYTHING! Head inside to be greeted by the open concept layout lined with hardwood floors, recessed lighting and fresh, modern finishes. This DREAM KITCHEN sits at the heart of the home and has been thoughtfully designed; custom kitchen island with built-in fridge, stainless steel appliances, Quartz countertops and farmhouse sink are the few features that will make you fall in love with this space. Expansive dining room addition sits perfectly off the kitchen with vaulted ceilings and luxury tile floors. The main level features TWO spacious bedrooms plus a full bathroom with walk-in shower. Head upstairs to find three more bedrooms including the MASTER BEDROOM SUITE that features TWO walk-in closets plus a full on-suite bathroom. The third brand new full bathroom is located off upstairs hallway with new tub. Enjoy the additional living space in the FINISHED BASEMENT that attaches to the 1-car garage perfect for hobbyists. The kitchen slider door leads right onto the brand new composite deck that overlooks the large, private yard space. Entire property was cleared of trees and reseeded for new grass ready for your outdoor visions. ALL NEW WINDOWS, ROOF, SIDING, MECHANICALS & MORE; enjoy the peace of mind of all the major updates being done + CITY WATER/SEWER (no septic worries!). The newly paved driveway was widened for extra parking with a brand new retaining wall, drainage system and landscaping rocks adding to the charming curb appeal. Positioned at the top of the street's cul-de-sac, this home offers a quiet neighborhood location while being centrally located close to commuting routes, schools, shopping and other amenities. This is a rare MOVE-IN READY opportunity; make this house your HOME for the holidays! Inquire today! OPEN HOUSE SATURDAY 2PM - 4PM & SUNDAY 11AM-2PM!

19 Linwood Dr, Wilbraham

$429,900
4 Beds 2 Baths 73574920 MLS
Welcome to your private Wilbraham retreat—an inviting home set on nearly 1.5 acres designed for comfort, entertaining, and outdoor enjoyment. From the moment you arrive, this property stands out with its expansive fenced yard, scenic walking trails, two gazebos, and a large fire pit area perfect for gatherings under the stars. Inside, the first floor offers hardwood floors throughout, two spacious bedrooms with generous closet space, a recently remodeled bathroom, and a charming retro kitchen with a dining area. Sliders open to an oversized sun porch, where panoramic views of the backyard and natural surroundings create the perfect place to relax. A finished breezeway leads conveniently to the one-car garage. Upstairs, you’ll find two additional good-sized bedrooms, a half bath, and a cedar closet. Need even more room? The finished basement features a bar, wine cooler, and large TV area—ideal for a game room, media space, or entertaining. Centrally located near everything Wilbraham has to offer and just a stone’s throw from Fountain Park, this home also includes major updates with new windows, roof, and siding installed in 2013. A rare blend of space, charm, and outdoor appeal—this is one you won’t want to miss

1076 Stony Hill Rd, Wilbraham

$469,000
3 Beds 3 Baths 73571992 MLS
Cannot beat this private setting! Unique ‘hidden gem’ built on mountain bedrock has the feel of being on vacation. You'll fall in love with this cozy, secluded contemporary on a 2.3 acre corner lot. Enjoy the mountain view, flower gardens & tranquility of this one of a kind property. Enter the home and go a few steps down to the main living space, or a few steps up to the bedrooms. The living space boasts a large, comfortable formal living room with a wood burning fireplace. The central point kitchen provides an open view to the family room & porch. The family room, complete with a pellet stove, opens up to an awesome three season porch to take in the beautiful scenery. The dining room, a full laundry/utility room and a 1/2 bath rounds out the 1st level. Upstairs you'll find 3 BR's, 2 full Baths, and a large library loft, which could easily be used as a guest bedroom. The master BR has a great porch off the back. The oversized garage has plenty of storage and could double as a workshop. Newer roof on the house ('21), water heater ('22), heat pumps/mini splits (‘24), water pump (‘26). Exciting opportunity to decorate to taste and make this awesome home your own!

450 Glendale Rd, Wilbraham

$400,000
4 Beds 3 Baths 73571610 MLS
Opportunity awaits in this spacious and versatile Wilbraham property, offering approximately 2,700 square feet of living space with an independent two-bedroom in-law apartment. Ideal for multigenerational living, extended family, or potential rental income, the home provides privacy and flexibility with two separate living areas. Each side features two bedrooms, its own kitchen, living room, dining area, and separate driveway. The in-law apartment was designed with accessibility in mind, while the main living area includes a cozy fireplace. Set on a beautiful corner lot of just over an acre, the property offers plenty of outdoor space while remaining convenient to Wilbraham’s local amenities. The homes size, layout, and income-producing potential create an exciting opportunity for the right buyer. The septic system has failed; therefore, the property is being sold as-is and requires a cash purchase. Buyers and buyer agents should perform their own due diligence regarding future use, permitting, and septic replacement. Bring your vision and unlock the possibilities this unique property has to offer!

947 Main St, Wilbraham

$514,900
3 Beds 3 Baths 73570033 MLS
OFFERS DUE SUNDAY 9/6/2026 AT 5PM. This classic Cape-style home perfectly balances authentic New England character, cozy architectural details, and space for everyone. The main level offers a thoughtful, distinct layout that flows beautifully without sacrificing defined living spaces. At the heart of the home, the kitchen features rich granite countertops, stainless steel appliances, a functional peninsula with seating, and the ideal spot for your in-home coffee bar. The formal dining room centers around a gorgeous fireplace with a warm, wood-paneled hearth. Natural light pours in through an oversized bay window, while the room also provides access to a main-floor half bath, basement access, and upstairs. Step down from either the kitchen or dining room into the living room, where you are greeted by stone flooring, a inviting wood stove for cool winter nights, and massive windows overlooking the grounds. Tucked off the living room sits a versatile home office that provides convenient entry to the two-car garage as well as French doors opening directly to the outdoors. All three bedrooms are comfortably situated on the second level. The primary suite serves as a spacious retreat, featuring expansive windows overlooking the backyard, a generous walk-in closet, and a refinished en-suite bathroom complete with a custom tiled walk-in shower. The two additional bedrooms are remarkably sized and lined with charming built-ins. A second full bathroom, complete with a bathtub and a skylight, finishes the second floor. Outside, the one-acre property turns into your own private haven. The grounds feature a historic New England fieldstone wall, mature gardens, and a vast open yard.. The deck and Kloter Farms cabana sit outside of the fully fenced, in-ground pool. Offering plenty of space, timeless Cape charm, and a prime Main Street location, this home is the complete Wilbraham package you have been waiting for.

208 Main Street, Wilbraham

$995,000
4 Beds 4 Baths 73568117 MLS
Step inside and feel the calm open embrace of this custom-built home. Soaring ceilings & effortless flow welcome you as American walnut floors lead the way into sun-drenched interiors. Show stopping great room/kitchen featuring white Macaubus countertops & custom inset cabinetry create a bright, inviting heart of the house. Two generous islands invite morning coffee conversations, weekend baking & easy gatherings, while high-end stainless appliances & Butler’s Pantry keep everything running smoothly. Three walls of glass frame views of the deep backyard, turning everyday meals in the expansive dining area into moments that feel connected to the outdoors. In the living room, a soaring vaulted ceiling draws the eye upward as a limestone gas fireplace casts a warm glow. Abundant natural light pours in, and French doors open onto a composite deck—perfect for quiet evenings under the stars or lively dinners with friends. A versatile home office with a walk-in closet easily doubles as a bedroom when guests arrive. The main level finishes with a thoughtfully designed mudroom & sophisticated powder room that adds a polished touch. Upstairs, two bedrooms share a classic black-and-white full bath, while a dedicated laundry room keeps daily life effortless. The luxurious primary suite is a true retreat with a peaceful sitting area, a walk-in closet featuring a custom system & spa-like bath with double vanity and steam shower- ready for unwinding after any day. The finished lower level expands your living possibilities with a beautifully updated family room, home gym, craft room/flex space & renovated bath with custom millwork, Kohler fixtures & shower. Whether it’s movie nights, workouts, or creative projects, this level adapts to the way you live. Set on a generous lot that abuts the peaceful grounds of Wilbraham Monson Academy, this home feels like a private oasis—yet remains conveniently close to the town center. It’s more than a house; it’s a place where every room invites you to settle in, create memories & simply enjoy being home.

81 Springfield Street, Wilbraham

$400,000
3 Beds 1 Baths 73568754 MLS
Wow! What a beauty! This lovely Wilbraham Ranch features wood floors throughout the main living areas and bedrooms, an updated kitchen that blends timeless design with traditional details, an updated bathroom that pairs crisp white surfaces with grounded dark tones, and a fenced-in, level backyard with a large deck perfect for pets, play, relaxation, and outdoor entertaining. Step into a light and bright family room with a white brick accent wall, custom-made mantle, and recessed lighting, offering access to both the front and back yards as well as the attached one-car garage. From there, move up into the thoughtfully redesigned eat-in kitchen overlooking your outdoor space. The spacious formal living room with a bow window provides enough room to incorporate a dining area near the wall shared with the kitchen. Down the hall, you’ll find the updated full bathroom with a walk-in shower and three bedrooms with wood floors. The stackable washer and dryer unit is smartly tucked into one of the bedroom closets. The partially finished basement invites your creative side to imagine how to make the space your own. Seller states doors were replaced during their ownership, and MassSave added insulation to the house and garage approximately three years ago. Located just 2 miles from Wilbraham Center, Boston Road, and 3 town schools, and only 3.5 miles from the Ludlow Mass Pike entrance, this property offers convenient access to an abundance of local and nearby amenities. This one is absolutely worth seeing in person!

13 Craigwood Ter, Wilbraham

$849,900
4 Beds 3 Baths 73568232 MLS
NEWER CONSTRUCTION!!! seller is building a much larger home with Builder next street over. This Beautiful home features a large open floor plan w/an abundance of natural light and hardwood floors throughout. The kitchen is a chef's dream, equipped w/top-of-the-line Brand New SS appliances that come complete with their manufacturers warranties. Sip coffee at your large center island w/stunning quarts countertops and store your overflow in the huge walk-in pantry! The kitchen flows seamlessly into the living room, which features a cozy gas fireplace with a beautiful mantel shelf. Upstairs, you'll find four spacious bedrooms, each w/plenty of closet space and a shared large bathroom w/double vanity with quartz counter tops. The primary bedroom is a private retreat, w/an en-suite bathroom featuring a luxurious tiled shower, double vanity and quartz countertops. The large laundry room completes the second floor. Conveniently located close to shopping and Rt. 20!

14 Wellfleet, Wilbraham

$539,000
4 Beds 2 Baths 73566736 MLS
Located on desirable Glendale Road, this expansive 4-bedroom, 2-bath Cape is situated on 5 picturesque acres abutting conservation land, offering classic New England charm, privacy and tranquility. A welcoming den features slate flooring transitioning to luxury vinyl plank, new windows and direct deck access—ideal for a family room and game area. The traditional dining room shines with hardwood floors and charming built-ins and flows into the fully applianced kitchen with abundant cabinetry and workspace. A formal living room impresses with beautifully refinished hardwood floors and a wood-burning fireplace. Two generously sized bedrooms and a full bath complete the main level. Upstairs, discover two oversized bedrooms, including one with a fireplace and access to a rooftop patio, plus a second full bath and ample storage. The lower level offers exciting potential with a formerly finished area, fireplace, incredible storage and two walk-out access points. An inground pool provides summer enjoyment while preserving access to the expansive backyard. A peaceful mountain setting close to everyday conveniences!

634 Glendale Rd, Wilbraham

$439,500
3 Beds 2 Baths 73567573 MLS
Welcome to 10 Shady Ln, a charming single-family residence situated on end of no outlet road, This home was built in 1956 by sellers father and this home has remained in the loving hands of family for 70 years!. This home offers 1866 square feet of thoughtfully designed living space, offering a lifestyle of comfort and convenience. This property features arched interior architecture, large living room with fireplace, generous dining room and in addition all rooms are hosting newly restored gleaming wood floors, several closets, three comfortable bedrooms, master includes master bath and laundry. Stainless steel appliances that remain for buyers enjoyment. The expansive 67,100 square foot park like lot offers abundant outdoor space for recreation, gardening, or simply enjoying the natural surroundings. A second garage under home provides significant storage solutions or secure parking for additional vehicle. APO approx 5 years ago this homes perimeter and attic has been re-insulated . New septic system and leach field installed February 2025. Discover the potential and unparalleled lifestyle awaiting you at this exceptional Wilbraham address. (some photos have been Virtually Staged)

10 Shady Ln, Wilbraham

$635,000
3 Beds 3 Baths 73567479 MLS
Welcome to this beautiful, newly constructed three-bedroom, three-bathroom home situated on more than two acres in desirable Wilbraham. A versatile bonus room offers additional space for a guest bedroom, home office, or den, while the fenced-in yard provides the perfect setting for outdoor entertaining, pets, or play. Combining modern comfort with classic New England charm, this property offers plenty of room to enjoy its peaceful surroundings. Explore nearby walking trails, spend summer days at Spectacle Pond Recreation Center, or visit local favorites like Rice’s Fruit Farm and Fern Valley. Enjoy convenient access to area shopping and dining, the Massachusetts Turnpike, Springfield, and Bradley International Airport. With highly regarded schools, scenic landscapes, and a welcoming community atmosphere, Wilbraham offers an exceptional place to call home. Don’t miss this opportunity to own new construction in a sought-after location!

939 Monson Rd, Wilbraham

$865,000
4 Beds 4 Baths 73567446 MLS
Imagine summer afternoons by the pool, evenings around the fireplace, and weekends spent exploring everything Wilbraham has to offer. Set on 1.42 acres in a sought-after neighborhood, this impressive Colonial offers 4,184 square feet, four bedrooms, and 3.5 bathrooms. The kitchen is designed for cooking and entertaining, with granite countertops, stainless steel appliances, double ovens, gas cooking, a center island, and a wine refrigerator. Gather in the welcoming family room or enjoy backyard views from the spectacular cathedral-ceiling sunroom. The primary suite offers a private retreat with a Jacuzzi tub, walk-in shower, double vanity, dressing room, and generous walk-in closet. Three additional bedrooms provide comfortable accommodations for family, guests, or a home office. Outside, the fenced, landscaped yard features an in-ground pool, composite deck, gazebo, and irrigation system, creating an ideal setting for entertaining or relaxing. Additional highlights include hardwood, marble, and tile flooring, central air, central vacuum, a security system, surround sound wiring, first-floor laundry, a wet bar, and an oversized three-car garage. The spacious unfinished walkout basement offers excellent potential for a home gym, recreation room, or additional living space. Enjoy nearby trails, golf courses, conservation land, Spectacle Pond, Rice’s Fruit Farm, and Fern Valley. Highly regarded schools and convenient access to shopping, dining, Springfield, the Mass Pike, and Bradley International Airport complete the appeal. At 4 Iroquois Lane, you’re not just buying a home. You’re investing in the lifestyle that comes with it.

4 Iroquois Ln, Wilbraham

$410,000
4 Beds 2 Baths 73565557 MLS
Highest and best due Monday, August 24th by 1 pm There's something special about a home that hasn't been made to look like every other house on the market. Set in a beautiful, established neighborhood, this classic Colonial offers nearly 2,000 square feet with a layout that just makes sense. All four bedrooms are together on the second floor, with a full bath upstairs and another full bath on the main level. Downstairs, you'll find a spacious living room, dining room and a warm family room with exposed beams and a brick fireplace that gives the home some real character. Hardwood floors and natural woodwork can be found throughout portions of the home, with plenty of opportunity for the next owner to make the spaces their own over time. And then there's the yard. Set on .70 acres, there's plenty of room to garden, entertain, play or simply enjoy having a little more space around you. A two-car garage and unfinished basement add even more practical storage. It's a home with good space, a traditional layout, a beautiful setting and plenty of possibilities for whatever comes next.

15 Fernwood Dr, Wilbraham

$584,900
4 Beds 3 Baths 73565321 MLS
LIKE TWO HOMES IN ONE! Don’t miss this truly special Wilbraham property featuring a wonderfully updated 3BR/1.5BA ranch-style home PLUS a STUNNING 2017 approx 850sq. ft. 1-2 BR ADDITION w/its own PRIVATE ENTRANCE—perfect for IN-LAWS, multigenerational living, a private guest suite, and/or an amazing work-from-home space. Enjoy the flexibility of TWO DISTINCT living areas w/the convenience of ONE-FLOOR LIVING & CENTRAL AC for all! Set on a peaceful dead-end location, this unique property offers privacy, flexibility & convenience w/wood floors throughout. The main home features a beautifully REMODELED kitchen w/QUARTZ countertops & custom cabinetry; OPEN FLOOR PLAN dining/living room combo w/fireplace & exterior access to the patio; interior access from the garage to the cozy den w/fireplace; remodeled baths; & a long hallway w/custom QUARTZ-topped built-in desk/cabinet area leads to the 1/2 bath w/laundry. Additional updates include electrical, newer slider & many windows, main house central AC (2026), roof (2017), vinyl siding, freshly painted rooms, new wall-to-wall carpet in one bedroom & many new light fixtures. A partially finished basement provides additional living space plus ample storage/future expansion potential. The thoughtfully designed & beautifully appointed 2017 ADDITION feels like a home of its own, offering a PRIVATE ENTRANCE, high ceilings, crown molding, recessed lighting & pocket doors. Features include an eat-in kitchenette w/ custom cabinetry, full-size refrigerator & dishwasher, pantry & QUARTZ countertops; spacious great room; bedroom w/slider barn door; & versatile office w/oversized closet that could easily serve as a small 2nd bedroom. The full bath offers a WALK-IN SHOWER, linen closet & separate utility closet. Covered access from the back door of the 2-car garage adds for safety & convenience. A whole-house generator serving the ADDITION in case of a power outage also powers the main home’s half bath w/washer/dryer & basement freezer for added peace of mind. Outside, enjoy a flat backyard & newer paver patios in front & back—perfect for relaxing, gardening & entertaining. Rare flexibility, exceptional updates & TWO DISTINCT living spaces make this a must-see! Don't miss this exceptional opportunity!

6 Joan St, Wilbraham

$799,900
5 Beds 3 Baths 73564893 MLS
Welcome to 7 Deer Run Drive. This stunning 3,025 sq. ft. Colonial offers luxury, privacy, and exceptional indoor and outdoor living. Featuring 11 rooms, 5 bedrooms, 3 baths, an attached 2-car garage, and an additional 625 sq. ft. of finished basement space, this custom home is situated at the end of a cul-de-sac on approximately 1.5 acres, with a wooded backyard offering beautiful views, mature landscaping, and exceptional privacy.The heart of the home is the spectacular Vartanian dream kitchen, featuring quartz countertops, a large island with beverage refrigerator, abundant storage, USB charging ports, and high-end Wolf, Sub-Zero, Cove and other premium appliances. The Vartanian craftsmanship continues throughout the home, including the completely remodeled main living areas and finished basement. Hardwood floors grace the first and second levels, while luxury vinyl plank flooring adds durability and style downstairs.The spacious primary suite offers custom closet systems, a decorative wood-beam ceiling, and a beautifully appointed primary bath. A second large bedroom has also been completely remodeled and features custom-built closet systems. Three additional bedrooms provide flexibility for family, guests, or a home office.The completely remodeled lower level adds 625 sq. ft. of versatile living space, including a huge bonus room perfect for a media room, recreation area, home gym, office, or private man cave.Step outside to your own private resort-like retreat. The Azek deck overlooks a heated in-ground pool, hot tub, and beautifully landscaped grounds, all surrounded by mature trees and approximately half an acre of wooded land. Whether relaxing poolside or entertaining family and friends, this exceptional backyard provides the perfect setting for enjoying the outdoors.With extensive high-end improvements, exceptional craftsmanship, versatile living space, and a remarkable outdoor setting, 7 Deer Run offers the best of Wilbraham living. The major improvements have already been completed—simply move in, relax, and enjoy.Join us for an Open House Saturday, August 22, from 11:00 AM–1:00 PM!

7 Deer Run Dr, Wilbraham

$399,000
4 Beds 2 Baths 73563859 MLS
First time home buyer fever? This is it... Classic New England Cape nestled in a highly sought-after neighborhood, along with a fabulous private backyard surrounded by a wooded treeline. The inviting first floor features a spacious family room flowing into a refreshed eat-in kitchen including all stainless steel appliances and breakfast bar, formal dining room, and gracious living room with built-ins and a wood-burning fireplace (as per seller option to converted to gas). A first-floor bedroom and full bath provide the ease of one-floor living. The full-dormer second floor offers three additional nice sized bedrooms and a full bath. Hardwood floors throughout the bedrooms and main living areas add warmth and character. Seller states updates include a septic system installed & condenser unit (2021), kitchen appliances, hot water tank & furnace (2021). Enjoy the privacy and serenity of the wooded setting while being conveniently located in one of the area’s most desirable neighborhoods within close proximity of surrounding schools. A wonderful opportunity to own a classic Cape in the heart of Wilbraham and lot's of potential for finished space in the lower level. Welcome to 10 Raymond Dr! HIGHEST & BEST NO ESCALATION CLAUSES by 8/22 4pm

10 Raymond Dr, Wilbraham

$499,900
4 Beds 2 Baths 73564509 MLS
Turnkey and meticulously maintained, this spacious, sun-filled four-bedroom, two-bathroom ranch offers over 2,100 square feet of comfortable living space in a desirable Wilbraham neighborhood. Conveniently located near shopping and everyday amenities, yet tucked into a quiet, friendly setting with a cul-de-sac at the end of the road, this home offers an ideal blend of convenience, privacy, and community. Set on a large lot slightly elevated from the road, the property features a spacious lawn, mature trees along the borders, beautifully maintained landscaping, perennial gardens, and a fenced-in yard. Enjoy peaceful surroundings, beautiful morning sunrises, and multiple outdoor spaces perfect for pets, play, gardening, and entertaining. Inside, the oversized living room is a welcoming gathering space with beautiful bay window and a gorgeous floor-to-ceiling stone fireplace. The updated kitchen and dining area feature an open-concept layout, vaulted ceiling, newer appliances, and granite countertops—perfect for everyday living and entertaining. Modern windows throughout fill the home with abundant natural light. The spacious primary bedroom features a large walk-in closet with professionally installed shelving, racks, cubbies, and built-ins, providing exceptional storage and organization. The primary bathroom is conveniently located off the bedroom and includes a shower, vanity, and toilet. The second bathroom features a vaulted skylight and updated finishes. A bright four-season sunroom provides versatile additional living space—perfect for morning coffee, reading, crafts, working, or a dedicated play area. A spacious deck and additional outdoor gathering spaces extend the living area into the beautifully landscaped yard. The huge, clean, dry full walk-out basement offers tremendous potential for future expansion, recreation, a workshop, exercise area, office, playroom or abundant storage. Walk-out connects directly to the attached two-car garage. Additional features include central air conditioning, town water, interior updates and paint, top-of-the-line buderus boiler (2024), and a brand-new septic system (2024). So many big-ticket items have already been addressed, spend less time worrying about what needs to be done and more time enjoying your new home. This is a solid, stylish, beautifully maintained home with generous living space, exceptional storage, versatile spaces, and a private, well-landscaped setting. Fast closing available!

37 Brookside Dr, Wilbraham

$1,950,000
4 Beds 3 Baths 73564067 MLS
Offered for the first time by its original builder-owner, this CUSTOM COUNTRY ESTATE seamlessly blends warm comfort with commercial-grade construction across nearly 14 flat, sunlit acres spanning TWO DEEDED together parcels (11.79-acre main parcel + 2.07-acre parcel at 651 Monson Rd). Designed for flexible living, the impressive 4-bedroom, 2.5-bath floor plan opens into a grand foyer flanked by a versatile living room. CATHEDRAL CEILINGS lend an open yet warm atmosphere to the living room, while two separate staircases (one from the foyer, one off the living room) lead upstairs to three light-filled bedrooms and a full bath. The CHEF'S KITCHEN boasts granite countertops, stainless steel appliances, and classic wood cabinetry, opening seamlessly to the dining room. Just steps from the main level's kitchen/dining room and peaceful FIRST FLOOR PRIMARY suite, the attached enclosed pool house serves as an extraordinary entertainment hub with massive windows, a hot tub, 16'x32' GUNITE 41/2' deep POOL (currently closed, see firm remarks), clear vertical grain cedar v-groove, and access through one of the 5 slider doors to various beautiful STONE PATIO SPACES. A greenhouse and raised garden beds pair perfectly with the mature blackberry and blueberry bushes, for all your home grown produce. The hybrid solar system with battery backup provides electricity during a power failure, without the need for a generator. An expansive 3-CAR GARAGE offers built-in storage and loft space. Clad entirely in stained redwood clapboard siding, the estate features high-efficiency whole-home radiant heat for effortless year-round comfort. Outdoor and equestrian enthusiasts will love the property's impressive outbuilding setup: a MASSIVE 36x72 pull-through BARN/GARAGE ideal for equipment storage or conversion into a PREMIER HORSE FACILITY, a 16x32 barn/garage addition perfect for your boat and tractor, and an insulated 16x32 workshop ready to serve as a heated tack room, feed storage, or workshop. Anchored by a striking GOSHEN STONE WALL with granite curbing, this built-to-last estate offers a rare retreat full of warmth, quality, and opportunity. Enjoy everything 950 Glendale Road in the charming New England town of Wilbraham, has to offer!

950 Glendale Road, Wilbraham

$575,000
4 Beds 2 Baths 73561271 MLS
Luxury meets everyday living in this beautifully renovated 4-bedroom, 2-bath twisted Colonial perfectly situated on a desirable cul-de-sac in Wilbraham. The exquisite chef's kitchen showcases custom white cabinetry, quartz countertops, an impressive center island and premium stainless-steel appliances. A stunning adjoining flex space offers the perfect family room or dining area, anchored by a gas fireplace with custom built-ins and a beverage center complete with kegerator. Gleaming hardwood floors extend through the formal dining room, expansive living room with pellet stove, and all four spacious bedrooms. Two beautifully renovated baths, including an elegant upstairs bath with subway tile and glass wall enclosure, elevate the home's appeal. The finished lower level features a rec room, fully applianced kitchenette, office or gym, laundry and exceptional storage. Mini-splits, second-floor central air and a **high-efficiency Viessmann heating system** provide year-round comfort, while a Tesla EV charger adds modern convenience. Outdoor entertaining is second to none with expansive decking overlooking a fully fenced OVER half-acre lot featuring an above-ground pool, retractable awning and outdoor TV. This exceptional home delivers the lifestyle you've been waiting for.

3 Conifer Dr, Wilbraham

$449,900
4 Beds 2 Baths 73557339 MLS
Discover the timeless charm and endless potential of this antique home offering 2,686 square feet of living space on a beautiful 4.7-acre lot. Rich in character and ready for your personal touch, this spacious home features a flexible floor plan with a first-floor bedroom, making it ideal for guests, a home office, or convenient single-level living.The main level includes a welcoming kitchen, formal dining room, half bath, and a cozy living room with a fireplace. At the rear of the home, an expansive family room is filled with natural light and offers peaceful views of the sprawling backyard, creating the perfect gathering space for family and friends. Upstairs, you'll find three additional bedrooms, a full bathroom, and a walk-up attic providing additional room for storage. Outside, the nearly five-acre property presents Exceptional OPPORTUNITIES. With AMPLE OPEN SPACE, there's room for a BARN, WORKSHOP, ACCESSORY DWELLING UNIT (ADU) GARDENS, RECREATIONAL AMENITIES, AND/OR OTHER OUTBUILDINGS (SUBJECT TO APPLICABLE TOWN ZONING/USE APPROVALS). Prior to current owners the property was used as a CHRISTMAS TREE FARM. Whether you're seeking a multi-generational home, homestead opportunity, a property with room to grow, this unique antique home offers the perfect canvas to bring your vision to life. Please reach out for the additional feature sheet!

211 Main St, Wilbraham

$649,000
3 Beds 4 Baths 73561275 MLS
Nestled in a SOUGHT-AFTER NEIGHBORHOOD, this beautifully maintained 2,212 sq. ft. CLASSIC COLONIAL offers 3 bedrooms & 3.5 baths plus exceptional privacy on a LEVEL .61-ACRE LOT with a FULLY FENCED BACKYARD and spectacular outdoor living! A welcoming brick walkway with a charming sitting area leads to a ceramic-tiled foyer. The stunning KITCHENS BY CURIO CHERRY KITCHEN features a CENTER ISLAND, QUARTZ COUNTER TOPS, GLASS TILE BACK SPLASH, NEWER STAINLESS-STEEL APPLIANCES that remain, and a sun-filled dining area overlooking the backyard. The character-filled FAMILY ROOM is a true showstopper with a WOOD-BURNING STONE FIREPLACE and hearth, soaring CATHEDRAL CEILING accented by an ornate TIN CEILING and beams, an over-sized front window, and a slider opening to the backyard. A versatile front room with hardwood flooring and French doors—currently used as a GUEST BEDROOM—is also ideal for a HOME OFFICE. The spacious DINING ROOM comfortably accommodates a 12' table and features BUILT-IN CHINA CABINETS, making it perfect for holiday gatherings and entertaining. A NEWER FULL BATH with tiled shower and an additional HALF BATH complete the first floor. Upstairs, the impressive PRIMARY SUITE features a CATHEDRAL CEILING, beautiful ARCHED STAINED-GLASS WINDOW, and WALK-IN CLOSET with makeup vanity. Enjoy direct access to the FULL BATH offering a LARGE SOAKING TUB, separate shower, and vintage-inspired vanity. The partially finished LOWER LEVEL provides two additional rooms for flexible living space. Step outside to your own private retreat featuring a sparkling HEATED IN-GROUND POOL, expansive cement patio, colorful perennial gardens, whimsical playhouse, IRRIGATION, and wonderful backyard privacy.Additional highlights include CENTRAL AIR and CENTRAL VAC. Valuable improvements include 2018 CertainTeed Landmark Pro 50-YEAR ROOF SHINGLES, FOUR BRAND-NEW ANDERSEN DOORS plus a NEW BACKYARD SLIDER, NEW ANDERSEN WINDOWS in the primary bath, NEWER A/C UNIT, and a NEWER VINYL BALCONY above the front entry and columns. A truly special home designed for comfortable everyday living and unforgettable gatherings!

27 Shirley St, Wilbraham

$459,900
3 Beds 2 Baths 73559555 MLS
Here's the one you've been waiting for! This very well maintained 3 bedroom, 2 bath ranch in quiet neighborhood has tons of upgrades. When you enter the home, you walk into the den with c/t floors and a slider to the extra large deck overlooking the very private rear yard, with shed and pool. The kitchen is loaded with features including cherry cabinets, under cabinet lighting, stainless steel appliances w/dual fuel range, Quartz counters, hardwood flooring and a large dining area with built-in custom cabinetry. The living room very comfortable with large bow window and hardwood floors. The main bath has been tastefully remodeled with 2 sinks, c/t floors and tile surround tub/shower. The main bedroom has w/w carpeting, ceiling fan, large closet. The other 2 bedrooms feature hardwood floors, ceiling fans and ample closet space. The fully finished walkout basement is perfect for entertaining. There is a wet bar with refrigerator that opens to the large family room with wood stove and continues to a game area with the included pool table. There is also a full bath with ceramic tile, laundry room and office/media room. Basement windows are newer. Hot water heater updated in 2019, roof 2017 and driveway new in 2023. All data APO. Top it all off with a very oversized heated 2 car garage with storage and work area. Very nice home. Call today to set your private showing!!

8 Linwood Dr, Wilbraham

$585,000
4 Beds 3 Baths 73554000 MLS
Nestled on 1.8 private acres in the heart of Wilbraham, this impressive Colonial offers over 3,500 square feet of thoughtfully designed living space. Featuring 4 bedrooms, 2 full baths, and 1 half bath, this home combines timeless charm with everyday functionality. The spacious floor plan includes multiple living and entertaining areas, first-floor laundry, and central air for year-round comfort. Upstairs, the expansive primary suite serves as a private retreat with an en-suite bath and two walk-in closets. The walk-out basement provides endless possibilities for additional living space. Step outside onto the rear deck overlooking the peaceful backyard, perfect for relaxing or entertaining. An attached 3-car garage and oversized driveway provide plenty of room for vehicles, storage, and hobbies. Conveniently located just minutes from local amenities while offering the privacy of a wooded setting, this exceptional property is ready for its next owners to make it their own.

245 Monson Rd, Wilbraham

$749,000
4 Beds 4 Baths 73555495 MLS
Welcome to this impressive 3,800-square-foot Colonial, built in 1971 and located in a highly desirable Wilbraham neighborhood. Wilbraham is a quaint New England town known for its historic charm, rich agricultural heritage, beloved peach orchards and Wilbraham & Monson Academy.This substantial home features generous room sizes, abundant storage and tremendous potential. The traditional center-hall layout welcomes you with a staircase leading to the second floor, a spacious formal living room to the right and a formal dining room to the left. Fireplaces in the formal living room and first-floor family room add warmth and character, with the family room also featuring beautiful stonework and expansive windows overlooking the peaceful wooded setting.Upstairs are four generously sized bedrooms, all offering ample closet space. The primary suite features a third fireplace, large walk-in closets, a vaulted wood ceiling and an oversized window framing beautiful wooded views. Hardwood floors are believed to be under much of the carpeting.The partially finished basement expands the living and entertaining space with a family room, wet bar, full bath and pool room. Outside, the fenced grounds feature an in-ground pool surrounded by mature trees. A large garage provides plenty of space for vehicles, storage and all your recreational toys.With its spacious floor plan, distinctive architectural details and sought-after location, this well-built Colonial offers an exceptional opportunity to create a truly special home.

3 Hilltop Dr, Wilbraham

$379,000
3 Beds 2 Baths 73553740 MLS
Cute as can be and bursting with potential, this charming brick ranch offers the ease of one-level living in desirable Wilbraham while abutting the Springfield line for exceptional convenience to restaurants, shopping, banking, and everyday amenities. Hardwood floors flow throughout the majority of the main level, where charming archways add timeless character and a functional layout. The oversized living room is filled with natural light from a picture window and showcases a wood-burning fireplace as its focal point. The spacious eat-in kitchen offers abundant cabinetry and plenty of room for the chef of the home. Three generously sized bedrooms with ample closet space are thoughtfully situated in their own wing with convenient access to the full bath featuring a newer tub surround. Enjoy easy access from the dining area to the enclosed porch, creating the perfect spot to relax throughout the seasons. The partially finished lower level provides endless possibilities with a recreation room complete with a gorgeous wood-burning fireplace, a unique bar area that will remain, a newly added full bath, workshop space, and a crisp, organized laundry area. Outside, a patio overlooks the flat corner lot, offering the perfect setting for fall gatherings. Whether you're just starting out or looking to simplify without sacrificing space, this charming ranch is ready for its next owner to make it their own!

12 Wilbraview Dr, Wilbraham

$449,000
4 Beds 2 Baths 73554488 MLS
Room for everyone in this fantastic 2,328 sqft. 4 bedroom home in Wilbraham. First floor offers updated kitchen with granite, stainless steel appliances, LVP flooring and dining area with french door to deck. Front to back dining room with LVP flooring and door to deck and front covered porch. Living room with fireplace, hardwood flooring, wall sconces, bay window with window seat and french door. Large family room with vaulted ceiling, ceiling fan, recessed lighting, and sliders to exterior. First floor bedroom with hardwood flooring adjacent to first floor updated bathroom with tile floor and shower. Second floor offers the main bedroom with fireplace, hardwood flooring, ceiling fan and walk in closet. 2 more good sized bedrooms with hardwood flooring and closets and beautifully updated bathroom with tiled shower and built in shower niche. 2 car garage, deck, fenced in yard and shed.

1 Northwood Drive, Wilbraham

$399,000
2 Beds 2 Baths 73549232 MLS
Welcome to this custom-built Wilbraham home, lovingly crafted by the owners to capture breathtaking mountain views. This private and quiet sanctuary offers the perfect blend of complete serenity and exceptional modern convenience. Inside, the magnificent great room stands out with striking wooden beams, soaring 18-foot cathedral ceilings, and oversized windows that bathe the spacious layout in beautiful natural light. An expansive wrap-around deck seamlessly expands your living space outdoors, making it an ideal setting for quiet relaxation or entertaining against a scenic backdrop. Enjoy the convenience of a first floor bedroom and full bath or head upstairs to the second bedroom and another half bath. The basement provides a bright walk-out lower level with the possibility of adding a 3rd bedroom or additional living space. Tucked away for ultimate privacy, the property offers a peaceful retreat while remaining incredibly accessible. You are just minutes from the historic, quaint town center, outdoor recreation at Fountain Park, and all the local shopping and dining options along Boston Road. Offering a swift commute alongside a beautifully unique design, this special home is ready for its next chapter.

8 Chestnut Hill Rd, Wilbraham

$584,900
3 Beds 3 Baths 73551096 MLS
Welcome home to this spacious and versatile ranch offering 3 bedrooms and 2.5 bathrooms, designed for comfortable everyday living and effortless entertaining. The flexible floor plan includes a large family room, home office, or recreation space to fit your lifestyle.The inviting main bedroom suite features a private bath and an impressive three closets, providing exceptional storage and convenience. Two fireplaces add warmth and character, creating cozy gathering spaces throughout the home.Enjoy outdoor living from the expansive front porch or relax on the deck overlooking the private backyard—perfect for entertaining, gardening, or simply unwinding.Additional highlights include a two-car attached garage and a full unfinished basement with a fireplace, offering endless possibilities for future living space.With generous living areas, flexible spaces, and room to grow, this well-maintained ranch is ready for you to make it your own.

7 Margaret Dr, Wilbraham

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