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103 Orchard Ct, Middleboro
$465,000
3 Beds ⋅ 2 Baths ⋅ 73493333 MLS
Welcome home! This beautifully maintained, single level ranch is turnkey and ready for you to move in, no updates needed. Bright, comfortable, and thoughtfully updated, it blends classic charm with modern conveniences. Primary en-suite w/double sink and walk-in shower tiled floors, stylish updated finishes. 2nd full bath with tub/shower and tile floor. Newer HVAC, 30 year roof, updated kitchen appliances, including washer & dryer, worry-free systems you can trust. Hardwood floors add warmth and timeless appeal. Add to this a glass surround four season room perfect for morning coffee, reading or relaxing year round. Pride of ownership shows in every room; move in and enjoy today.. A two-car garage provides ample storage and workspace. Enjoy resort-style living with Oak Point’s exceptional amenities—two pools, bocce court, fitness center, clubhouse, and a wide variety of social programs and activities. Seller looking for May 18th closing. Oak Point Over 55

103 Orchard Ct, Middleboro

Listing courtesy of Listing Agent: Stephen Damon from Listing Office: Conway - Bridgewater.

4402 Pheasant Ln, Middleboro
$445,000
2 Beds ⋅ 2 Baths ⋅ 73534416 MLS
Welcome to the highly desirable Oak Point Community. This beautifully maintained home features an open concept floor plan that is ideal for entertaining, with gorgeous hardwood floors and a gas fireplace. The spacious kitchen has all new appliances and has plenty of storage with a cozy dining area complete with a built in bench seat. The dining room opens to a front sitting area and larger family room which provides access to a 3 season room with a pellet stove. The primary bedroom features a large private bathroom with all new fixtures and a walk in closet. The other bedroom is bright and spacious with a full bathroom nearby. The home offers a 1 car garage with a large storage area attached. It has a newer heating system, newer roof and a new hot water heater, and. a NEW whole house GENERATOR. The front entrance is new with vinyl and Trex decking. There are many amenities, such as bocce, pickleball, tennis, billiards, workout gym, an indoor pool and 2 outdoor pools, and much more.

4402 Pheasant Ln, Middleboro

Listing courtesy of Listing Agent: Robert Murphy from Listing Office: Realty Choice, Inc..

6802 Oak Point Drive, Middleboro
$425,000
2 Beds ⋅ 2 Baths ⋅ 73510435 MLS
Welcome to easy living at Oak Point.This bright and sunny 2-bedroom home at 6802 Oak Point Drive has been freshly painted and is ready for its next chapter. The interior offers a clean, inviting feel with natural light pouring in, creating a warm and comfortable space you’ll actually want to spend time in. Located in the sought-after Oak Point 55+ community, this home is all about lifestyle. Residents enjoy a relaxed, low-maintenance way of living with access to exceptional amenities, including multiple pools, tennis courts, a clubhouse, fitness center, and a full calendar of social activities. Whether you’re looking to stay active or just kick back and enjoy the surroundings, it’s all right here.If you’ve been waiting for a simple, turnkey home in a vibrant community where everything is taken care of, this is it.

6802 Oak Point Drive, Middleboro

Listing courtesy of Listing Agent: Marni Migliaccio from Listing Office: The Firm - Duxbury.

2006 Green St., Middleboro
$425,000
3 Beds ⋅ 2 Baths ⋅ 73508231 MLS
Welcome to Oak Point in Middleboro, one of the area's premier 55+ lifestyle communities where resort-style living meets everyday comfort. This vibrant, pet-friendly community offers a full social calendar & exceptional amenities including multiple pools/fitness center/tennis & pickleball courts & a lively clubhouse filled w/ events & activities. Enjoy true maintenance-free living w/ landscaping, snow/trash removal included, plus no property taxes! This freshly painted home offers over 1,400 sf of single-level living w/ gleaming hardwood floors throughout & abundant natural light. The thoughtful layout features a spacious primary suite w/ walk-in closet, en suite bath w/ whirlpool tub & step-in shower. The fully applianced kitchen includes an island & pantry & flows seamlessly into the main living areas. Additional highlights include a 2-car garage w/ loft storage, laundry room w/ washer/dryer/utility sink & a relaxing 3-season screened porch. A home & lifestyle not to be missed.

2006 Green St., Middleboro

Listing courtesy of Listing Agent: David Michael from Listing Office: Conway - Lakeville.

6406 Oak Point, Middleboro
$420,000
3 Beds ⋅ 2 Baths ⋅ 73554455 MLS
Offer deadline 7/26, Sunday 10 AM. Make offers good until 6pm. Oak Point ~ one of the South Shore's premier 55+ communities, where resort-style amenities and an active, social lifestyle come together. This well-maintained Princeton-style home offers 3 bedrooms, 2 full baths, and 1,456 square feet of thoughtfully designed living space. Step inside to a bright, open floor plan featuring updated flooring and a seamless flow between the living, dining, and kitchen areas—perfect for everyday living and entertaining. The spacious primary suite includes a private bath, while two additional bedrooms provide flexibility for guests, a home office, or hobbies. Enjoy the outdoors from the expansive back deck overlooking a peaceful setting, plus the convenience of a one-car garage and large storage shed. Tucked away from the main road, this home offers added privacy while remaining close to Route 105 and Route 44. Recent updates include a new water heater (2025) and roof and HVAC (2018). Oak Point residents enjoy exceptional amenities including heated indoor and outdoor pools, tennis, pickleball, bocce, shuffleboard, fitness center, billiards, library, and a vibrant clubhouse with year-round social events and activities. The monthly park fee includes the land lease, real estate taxes, sewer, lawn care, shrub trimming, snow removal, and trash removal, providing truly maintenance-free living so you can spend more time enjoying everything this wonderful community has to offer.

6406 Oak Point, Middleboro

Listing courtesy of Listing Agent: Jessica Fernald from Listing Office: Coldwell Banker Realty - Plymouth.

5604 Oak Point Drive, Middleboro
$415,000
3 Beds ⋅ 2 Baths ⋅ 73530629 MLS
Welcome to 5604 Oak Point Drive, Middleboro MA 02346 - This 55+ community has so much to offer such as multiple pools, putting green, tennis, huge club house with something for everyone. I was so very impressed by all the activities that are offered. Pool Tables, Bingo, Ballroom, Fitness center, basketball and I could go on!!! I have spoken with many owners there and they love it here. It's time to kick off your shoes and relax in a low maintenance way of living. This 3 bed, 2 bath, 2 car garage with a newer add on addition perfect for reading, relaxing, or enjoying your morning coffee or for entertaining. If you have been looking for something just like this, 5604 Oak Point Drive is the one for you...

5604 Oak Point Drive, Middleboro

Listing courtesy of Listing Agent: Fern Langella from Listing Office: The Firm.

2602 Green St, Middleboro
$359,000
2 Beds ⋅ 2 Baths ⋅ 73545248 MLS
Beautiful Sudbury-style home in the desirable 55+ Oak Point community. The open floor plan is perfect for entertaining, featuring bright sunlit rooms and a spacious family room with a gas fireplace open to the living and dining areas. Sliders lead to a private deck for relaxing or gatherings. The cheerful kitchen includes a windowed breakfast nook. The large main bedroom offers a walk-in closet, ceiling fan, and private bath with a walk-in shower. The second bedroom also has a walk-in closet and ceiling fan. 2nd bath with tub/shower. NEW FLOORS, newer heating/AC and hot water heater. A two-car garage provides ample storage and workspace. Enjoy resort-style living with Oak Point’s exceptional amenities; Two pools, bocce court, fitness center, clubhouse, and a wide variety of social programs and activities.

2602 Green St, Middleboro

Listing courtesy of Listing Agent: Stephen Damon from Listing Office: Conway - Bridgewater.

406 Simmons Rd, Middleboro
$355,000
3 Beds ⋅ 2 Baths ⋅ 73565367 MLS
Affordable & Adorable in popular Oak Point! 55+ Community, this Chatham style manufactured home is value-priced with so many amenities, including clubhouse/,pools/, (indoor and outdoor), tennis/billiards/bocce/basketball/pickleball, and so much more! Furnace and central air 2022, newer roof, Main Bedroom with big walk-in closet and private bath, 2 additional bedrooms and another full bath, a comfy family room, sitting room, and sliders to screened-in porch. Laundry is located off the eat-in kitchen. This home works if you desire prIvacy or a stroll to the clubhouse and enjoy all the activities every season. Proximity is 8 miles to a grocery store or have them delivered, 44 miles to Boston, and 42 miles to Providence. Missing the historic Plymouth Beach? No worry- 16 miles and only 13 miles to medical facilities. This truly is a fabulous lifestyle! HOA is.($976.19) covers trash removal, snow, irrigation, real estate taxes, landscaping, septic and more. Seller has never lived in the property and it is being sold "as is". 56x27 ANY AND ALL OFFERS DUE 8PM ON 8/20 Seller will need at least 6-8 hours to reply as traveling out of country. DO NOT USE DEADBOLT

406 Simmons Rd, Middleboro

Listing courtesy of Listing Agent: Pamela Vigneau from Listing Office: The Firm.

3305 Island Drive, Middleboro
$325,000
3 Beds ⋅ 2 Baths ⋅ 73507407 MLS
OPEN HOUSE CANCELLED! Offer accepted. Oak Point - One of the South Shore’s premier 55+ communities! Designed for those who embrace an active & social lifestyle. This vibrant neighborhood offers resort-style amenities and a true sense of community. This well-maintained Princeton style 3-bedroom, 2-bath home boasts 1,344 sq. ft. of thoughtfully designed living space, ideal for both everyday comfort & entertaining. Step inside to find a bright, open layout with updated flooring and a seamless flow between the living, dining & kitchen areas. The enclosed porch provides a perfect seasonal retreat. The spacious primary suite features a private bath, while additional living space offers flexibility for guests or hobbies. Residents enjoy access to multiple pools, tennis, pickleball, bocce, fitness center, and a lively clubhouse filled with social events and activities. Maintenance-free living including landscaping, snow/trash removal & more - have more time to do what you love!

3305 Island Drive, Middleboro

Listing courtesy of Listing Agent: Jessica Fernald from Listing Office: Coldwell Banker Realty - Plymouth.

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