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997 Tinkham Rd, Wilbraham
$489,000
3 Beds ⋅ 2 Baths ⋅ 73592516 MLS
Spooky season just got a whole lot sweeter! Welcome to 997 Tinkham Rd. This stunning Cape sits on 2 beautiful acres in a wonderful Wilbraham location, close to Minnechaug, Main St, and local favorites like Rice's! Picture yourself sipping a warm cider on the inviting front porch before heading inside to the foyer, where hardwood floors lead you throughout. To the right, the sun-filled front-to-back living room is the perfect place to cozy up by the fireplace on crisp fall nights, with big picture windows and recessed lighting that keep it bright all year long. Make your way to the back of the house and you'll find the heart of the home. The open kitchen features granite countertops, stainless steel appliances, pendant lighting, and a charming breakfast nook that's just right for slow weekend mornings. It flows seamlessly into the dining area, where a slider opens to the patio overlooking the expansive backyard. Think fall fire pits, summer cookouts, and plenty of room for gardens, play, or just soaking in the changing leaves. The first floor also offers a full bath with a tiled shower, a home office space, first-floor laundry, and a mudroom entry to keep the boots, jackets, and everyday clutter in check. Upstairs, you'll find three bedrooms, one with a vaulted ceiling, and a gorgeous full bath complete with a double vanity, a soaking tub, and a tiled shower. Additional highlights include a sprinkler system, professional landscaping, and a fenced yard. As per seller, roof and mechanicals are from 2017. Grab your costume and your candy bag and trick-or-treat your way over to our Halloween Open House on Saturday, 10/31 from 11am–1pm. Come see why this one is the sweetest treat on the block!

997 Tinkham Rd, Wilbraham

13 Addison Rd, Wilbraham
$459,000
3 Beds ⋅ 2 Baths ⋅ 73592024 MLS
Welcome to 13 Addison Road, a charming colonial-style property nestled in one of Wilbraham’s desirable, established neighborhoods. This classic New England home offers a combination of an expansive layout and incredible sweat-equity potential. This 3-bedroom, 1.5-bathroom home stands ready for a savvy buyer, possibly passionate DIYer’s looking to breathe new life into a property and write its next vibrant chapter.From the exterior, the home presents an inviting, classic curb appeal, anchored by an attached two-car garage. Far more than just a place to park your vehicles, this garage offers a storage area above. Step inside the main living quarters, and you will immediately notice the solid bones and traditional layout. The home is designed for seamless day-to-day living and lively entertaining. The main level hosts spacious living areas, while the upper level is dedicated to rest and privacy. All three bedrooms feature beautiful, original hardwood flooring.One of the crown jewels of this property is the spectacular outdoor living setup. The back of the home opens up to a massive, multi-level deck that overlooks a remarkably private, tree-lined backyard. It is the ultimate canvas for outdoor hosting—imagine summer barbecues, crisp autumn evenings around a fire pit, and morning coffee in total serenity.While the home could use some cosmetic updates, wallpaper removal, fresh paint, and a bit of traditional elbow grease, the potential is undeniable. With a vision to your modern taste, you can instantly unlock significant value. The property is being sold as-is, presenting an ideal chance to customize a home exactly to your style preferences. The unfinished walkout basement has untapped potential.Enjoy the quintessential Wilbraham lifestyle, complete with highly-rated schools, scenic local parks, orchards, and close proximity to both the Wilbraham Country Club and great local dining. Don't miss this opportunity to invest in a fantastic neighborhood and build immediate equity. Bring your design ideas and make 13 Addison Road your dream home today.

13 Addison Rd, Wilbraham

20 Brookside Dr, Wilbraham
$415,000
3 Beds ⋅ 2 Baths ⋅ 73590623 MLS
OFFER DEADLINE MONDAY, OCTOBER 19th at 5pm. Welcome to 20 Brookside Drive, where comfortable one-level living meets a spacious, inviting floor plan in a desirable Wilbraham setting. This well-maintained 3-bedroom, 1.5-bath ranch offers 1,518 sq. ft. of living space and sits on a level .87-acre lot with plenty of room to enjoy both indoors and out. Step inside to an impressive open living and dining area filled with natural light and featuring beautiful wood floors, crown molding and a gas fireplace that creates a warm focal point for the space. The bright kitchen offers abundant cabinetry, generous counter space and tile flooring, while the adjoining sunroom provides a wonderful bonus space for relaxing, entertaining or enjoying views of the backyard. All three bedrooms feature wood flooring and closets, and the full bath includes a shower and heated flooring. A convenient half bath completes the main level. Outside, enjoy the spacious yard, deck and patio areas—perfect for outdoor dining, gatherings or simply unwinding. Additional highlights include central air, an attached 2-car garage and a full basement offering excellent storage and future possibilities. Recent updates (APO) include water heater 2021, washer/dryer 2025, and kitchen and bathrooms updated in 2024. With its spacious layout, single-level convenience and nearly an acre of level land, this Wilbraham ranch is ready to welcome its next owner. Property to be sold in it's current condition. Sellers do not intend to make repairs or improvements. Buyers retain their right to conduct inspections and perform their due diligence. Showings begin after the Open House on Saturday, October 17th. Schedule your tour today!

20 Brookside Dr, Wilbraham

145 Monson Rd, Wilbraham
$649,000
3 Beds ⋅ 3 Baths ⋅ 73585927 MLS
SENSATIONAL SOLAR SAVINGS & POTENTIAL HORSE PROPERTY! Beautiful Colonial nestled back from the road on over 6½ acres, offering privacy, scenic woodland views, and exceptional outdoor living. The first floor features a massive living room, dining room, full bath, and beautifully renovated kitchen that opens to a fabulous great room with vaulted ceilings, a lovely brick hearth fireplace, hardwood floors, and french doors leading to a fantastic 4-season sunroom filled with natural light, featuring a pellet stove and hot tub, and leading to the deck dining area. The second floor offers a generously sized primary suite with hardwood floors, sliders to a private balcony overlooking the woodlands, and an updated full bath, plus two additional bedrooms with hardwood floors and another full bath. The lower level adds valuable living space with a spacious family room, good-sized office, and laundry area that includes a washer & dryer. Two sheds offer excellent storage, while the expansive acreage and beautiful setting provide potential for a horse property. Enjoy a fenced-in portion of the yard, 3 koi ponds, and wonderful sunrises and sunsets. As per seller, updates include: rebuilt chimney (2025); central air condenser and air handler components (2026); entire septic system (2026); flue liner in great room fireplace (2026); sunroom roof & skylights replaced (2022); french gravity drainage system installed in basement; and approximately most of the interior rooms freshly painted. Welcome to 145 Monson Rd!!

145 Monson Rd, Wilbraham

10 Circle Dr, Wilbraham
$439,900
3 Beds ⋅ 2 Baths ⋅ 73585637 MLS
Welcome home to this beautifully maintained 3-bedroom, 2-full-bath ranch tucked away on a quiet street in one of Wilbraham's most desirable neighborhoods. From the moment you arrive, the mature, manicured landscaping and private backyard patio set the tone for relaxed, comfortable living. Inside, warm wood-beamed ceilings run through most of the home, adding rich character and a cozy, inviting feel. The functional floor plan connects the kitchen, dining room, and family room. The family room, with its exposed brick and wood-burning fireplace, offers comfort year-round, while three sets of sliders make indoor/outdoor living seamless and let you fully enjoy the peaceful, private backyard. The professionally renovated kitchen is the heart of the home, featuring tile flooring, rich wood cabinetry, quartz counters, and stainless appliances, all beneath a striking vaulted, beamed ceiling. Three spacious bedrooms complete the main level, including the primary suite, where beamed ceilings and a wood-paneled accent wall create a retreat-like feel, along with a private bath and tiled walk-in shower (updated 2022). A show-stopping full bath, also updated in 2022, adds a stackable laundry unit for everyday convenience. The lower level offers even more finished space, with a second family room and a second laundry room to make chores a breeze. Major systems offer true peace of mind: a new roof (2025), a new septic tank (2021), an updated well, and a boiler that's been serviced annually. This is turn-key living in a private, sought-after setting. Schedule your showing today!

10 Circle Dr, Wilbraham

3 Lance Ln, Wilbraham
$499,000
3 Beds ⋅ 2 Baths ⋅ 73583145 MLS
SENSATIONAL SOLAR SAVINGS! Expect to be impressed as you make your way through this home! As you enter the front door you'll notice the spacious open floor plan starting with the living room, where you'll find gleaming hardwood floors, a large bay window, custom built-ins, and a cast-iron wood-burning insert with a fan system that creates a cozy setting for everyday relaxation and gatherings. The living room flows into the dining area, featuring decorative beadboard and stylish floating shelves that add character. The beautifully remodeled kitchen offers white cabinetry, stainless steel appliances, quartz countertops, and direct access to a moderately sized deck. From the deck, and a phenomenal screened-in porch, which has been transformed into an outdoor home theater perfect for movie nights, entertaining, or enjoying the outdoors in comfort. Beyond the main living spaces, the Den features a beautiful brick fireplace and provides a welcoming transition into the home. Both full bathrooms have been tastefully remodeled. Convenient first floor living - a spacious bedroom and full bath, the second floor features two generously sized bedrooms along with a modernized full bath; one bedroom even offers the potential for a spacious walk-in closet. Additional Updates and features as per seller include: Some Hardwood Flooring, Exterior Freshly Painted, Gutters, Replacement Windows, Foam Board Insulation added in Basement (2024), Garage Door/Opener (2024), Roof (2024), Central Air Installed (2024), HVAC System (2024), Water Heater Replaced (2024), Cast-Iron Wood Stove (2024), Water Filtration System (2024), Solar Panels (OWNED 2024), Two Tesla Powerwalls purchased in 2021 and installed in (2024) providing battery backup power with approximately five years remaining on the warranty, Driveway (2024), Epoxy Floors in Garage (2024) Renovated 2nd Floor Bath with Larger Shower (2024). Meticulously maintained, thoughtful updates, character, functional living spaces, and distinctive amenities make this home truly special.

3 Lance Ln, Wilbraham

42 Glenn Dr, Wilbraham
$494,900
3 Beds ⋅ 2 Baths ⋅ 73578109 MLS
Welcome to 42 Glenn Drive, a beautifully appointed 3-bedroom, 2-bathroom home nestled in the highly desirable town of Wilbraham. Offering the perfect blend of comfort, convenience, and outdoor living, this property is ready to welcome you home.Step inside to find a thoughtfully designed home with plenty of space for everyday living and entertaining. One of the standout features is the versatile loft above the attached garage—ideal for a home office, studio, playroom, guest space, or additional storage. Speaking of storage, there is no shortage of it throughout the property!Outside, prepare to be impressed by your own private outdoor oasis. The fully fenced backyard provides a wonderful setting for relaxing, entertaining, and enjoying the seasons. Gather with friends and family on the deck, unwind in the hot tub, or fire up the brick pizza oven for memorable nights under the stars. This backyard was made for making memories.The property also offers a spacious 2-car attached garage, plus an additional 1-car detached garage, providing exceptional flexibility for vehicles, hobbies, workshop space, or extra storage. A newer roof adds peace of mind for years to come.Located in sought-after Wilbraham, this home offers easy access to major highways, making commuting a breeze, while also being conveniently close to shopping centers, restaurants, and everyday amenities.With its desirable location, flexible living space, abundant storage, multiple garages, newer roof, and incredible backyard retreat, 42 Glenn Drive is a rare opportunity to enjoy all that Wilbraham has to offer. Come see it for yourself!

42 Glenn Dr, Wilbraham

8 Shady Ln, Wilbraham
$499,900
3 Beds ⋅ 2 Baths ⋅ 73576585 MLS
*Highest & Best offers due Sunday 9/20 at 12pm Noon* Tucked away on a quiet dead-end street of just seven homes, this Wilbraham ranch is easy to underestimate from the curb — and impossible to forget once you're inside. Step through the front door and you're greeted by soaring ceilings and a completely renovated kitchen (2007 addition) that rivals anything you'll find in new construction: custom inset cabinetry, a large center island, stainless steel appliances, a drawer microwave, and a pot filler faucet over the range. Sliders off the kitchen open directly to a backyard that feels like its own private retreat. Gorgeous hardwood floors run throughout the main level, which offers three bedrooms including a primary suite with a full bath and radiant heat floors — plus a second full bath, also with radiant heat. A family room with a wood-burning fireplace adds warmth and character for everyday living. Outside, the rear yard backs directly to protected wetlands, meaning no neighbors behind you — just open space, mature trees, and total privacy. The current owner has been known to practice his golf swing right off the back patio. Real cobblestone walkways, sourced from the streets of Boston, lead to a blue stone patio and fully fenced yard, all immaculately maintained. A shed offers additional storage, and the attached 2-car garage adds everyday convenience. Efficient living comes standard: central air, a newly installed oil tank (August 2025) with an annually serviced burner, and solar panels keeping utility costs remarkably low — currently just $237/month with no electric bill and a $1,000 credit on the account. A BRAND NEW septic system being installed and the roof is approximately 12 years old. This is one of the most meticulously maintained homes on the market in Wilbraham today — a rare combination of privacy, updates, and turnkey condition on a coveted dead-end street.

8 Shady Ln, Wilbraham

208 Main Street, Wilbraham
$499,999
3 Beds ⋅ 3 Baths ⋅ 73570033 MLS
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

13 Craigwood Ter, Wilbraham
$389,977
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

27 Shirley 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

10 Cadwell Dr, Wilbraham
$699,000
3 Beds ⋅ 2 Baths ⋅ 73519660 MLS
**NEW PRICE — $699,000 | OWN THE SUMMIT!** A rare opportunity to own 13.48 private acres at the highest point of **Mount Chapin/Wilbraham Mountain**, offering an extraordinary combination of privacy, elevation and sweeping year-round views. A paved, approximately 1/8-mile driveway winds up through young-growth woods to this distinctive one-owner, 3-bedroom, 2-bath chalet-style post-and-beam home. Vaulted beamed ceilings, hardwood floors, warm wood accents and two dramatic stone fireplaces complement its unique mountain setting. Expansive windows and sliders capture the views over the Pioneer Valley and western sunsets, while an elevated balcony extends along two sides of the home and features an exterior staircase, creating a wonderful connection to the surrounding landscape.The entry level features an attached two-car garage with direct access into a convenient mudroom with a closet and full bath, leading into the large family room with a beautiful stone fireplace. A guest bedroom completes this level. Upstairs, the dramatic living room features a double-sided stone fireplace shared with the primary bedroom, along with the kitchen, sunroom, guest bedroom, full bath and laundry. A unique third-level loft provides a special retreat for taking in the expansive valley views.In addition to the attached garage, a standalone two-car garage features a heated workshop, providing excellent space for vehicles, hobbies or projects. A Kohler whole-house standby generator, double-wall oil tanks and two wells offer additional peace of mind. **Privacy, acreage, remarkable views and one-of-a-kind character—now offered at $699,000.**

10 Cadwell Dr, Wilbraham

100 High Pine Cir Unit 100, Wilbraham
$589,000
3 Beds ⋅ 4 Baths ⋅ 73518968 MLS ⋅ ['The Woods'] BLDG.
With three levels of finished space and a rare sense of privacy, this expansive townhouse at The Woods offers the flexibility buyers are seeking but can seldom find. One of the largest units in the complex, it provides room to live comfortably now and adapt easily as needs change—whether that means working from home, welcoming guests, or downsizing without sacrificing the belongings and lifestyle you love. A screened-in porch overlooking peaceful green space and woods sets this home apart. Outdoor spaces vary across the complex, but the combination of screens and a wooded backdrop makes this porch uniquely suited for quiet mornings listening to the birds, evening reading, or enjoying fresh air without losing privacy. Inside, natural light, thoughtful design, and abundant storage make condo living feel effortless. The open floor plan flows beautifully for daily life and gatherings, enhanced by wood floors on the main level, recessed lighting, vaulted and tray ceilings, and an updated kitchen with stainless steel appliances, pantry, undercabinet lighting, and granite counters. The entry hall is flanked by a formal dining room on one side and an attached two-car garage, closet, and lavatory on the other. The living room features a picture window, gas fireplace, and custom built-in. The first-floor main bedroom suite offers a walk-in closet and a full bath with shower, double-sink vanity, and a dedicated prep area. Upstairs, the loft opens to two additional bedrooms with generous closets (including one walk-in) and a full bath with tub/shower. The finished basement adds even more versatility with an adaptable space ready for your vision, a full bathroom, a dedicated laundry room, additional storage, and a workshop. A new water heater was installed before listing, and recent roof replacements throughout the complex add peace of mind. This townhouse brings together privacy, space, and versatility in a way that truly elevates everyday living. If you’ve been searching for a home that offers room to grow, room to breathe, and room to enjoy the best sides of condo life, this is the one. Schedule your showing today.

100 High Pine Cir Unit 100, Wilbraham

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