Homes with Basements for Sale in Winthrop, ME

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ABOUT THIS HOME
Home with Basement for sale in Winthrop, ME:
Seasonal camp with 398 feet of private water frontage on beautiful Dexter Pond. This rustic property offers a peaceful setting with excellent opportunities for fishing, kayaking, and swimming. A dock is included, providing convenient access to the water and stunning views of the pond. The camp includes an outhouse and maintains its traditional camp charm. Property needs work/rehab but offers great potential for renovation or rebuilding into a classic Maine getaway. Enjoy privacy, natural surroundings, and direct waterfront access just minutes from town. A great opportunity for buyers looking to create their own lakeside retreat.

$149,900

1 bed— baths488 sq ft

5 Dexter Pond Rd, Winthrop, ME 04364

Lakeside retreat • Natural surroundings • 0.94 acre lot

OPEN TODAY, 10AM TO 11AM

ABOUT THIS HOME
Home with Basement for sale in Winthrop, ME:
* * * Open House: Saturday, November 1st, from 10:00 to 11:00 AM. Private showings are available prior to the open house, and the seller is open to reviewing offers in advance. * * * Discover more than you'd expect in this beautiful 4-bedroom, 2.5-bath —3,100 Square Foot home-perfect for a growing family—nestled on a private 6.11 - acre lot. This is the home for you, especially if you're looking for a great community suited to families, outdoor recreation, and a quieter, more semi-rural lifestyle. Step inside to a modern kitchen featuring beautiful custom hickory cabinets, a stainless steel gas stove, and convenient, thoughtfully placed appliances that make everyday life ea

$539,000

4 beds2.5 baths3,128 sq ft

50 Robin Hood Dr, Winthrop, ME 04364

Modern kitchen • Open-concept living • 6.11 acre lot

ABOUT THIS HOME
Home with Basement for sale in Winthrop, ME:
Located on a lovely 4-acre lot, this unique 6-bedroom, 2-bath farmhouse boasts over 2800 square feet of living space. The property features a charming porch, perfect for enjoying morning coffee while taking in the scenic views. Inside, you'll find a blend of rustic charm and modern amenities, making it an ideal family home or a serene retreat. Additionally, this home features 2 bedrooms and a family room above the barn, which could be used as a potential in-law suite. The surrounding landscape offers plenty of opportunities for outdoor activities. Book a showing today!

$448,000

6 beds2 baths2,872 sq ft

192 Turkey Ln, Winthrop, ME 04364

Charming porch • 4 acre lot • Scenic views

ABOUT THIS HOME
Home with Basement for sale in Winthrop, ME:
Welcome to this beautiful 3-bedroom, 2-bathroom home, perfectly situated to enjoy Maine's natural beauty. Featuring a flexible floor plan with a dedicated home office and first floor bedroom, this property offers both comfort and functionality. The spacious living area boasts abundant comfort, while the kitchen and dining space are ideal for everyday living or entertaining guests. Downstairs, the walk-out basement offers additional space for a workshop, storage, or finishing for a bonus room. Step outside to a peaceful backyard surrounded by mature trees, providing privacy and a perfect spot to relax or host a gathering. Located 5 minutes from downtown Winthrop and 10 minutes from Augusta,

$427,500

3 beds2 baths2,140 sq ft

340 Stanley Rd, Winthrop, ME 04364

Walk-out basement • Peaceful backyard • Home office

ABOUT THIS HOME
Home with Basement for sale in Winthrop, ME:
Exceptionally well-maintained, cozy 3-bedroom ranch home with gorgeous year-round sunroom that has eye-catching flagstone flooring and expansive windows, providing widespread views of an impressively landscaped one-acre yard! The mostly open lot is gently sloping (to almost level in some spots), dotted with fruit trees, evergreens and gardens! Back yard partially abuts a placid brook (see Internal Remarks), with plenty of space from neighbors on both sides for privacy. No need to worry about electric company power outages: this home has a reliable, propane-powered back-up generator that turns on the moment a commercial power failure occurs! Multi-zone heating controls throughout the home h

$347,000

3 beds1 bath1,440 sq ft

Undisclosed address, Winthrop, ME 04364

1 acre lot • 2 garage spots • Built 1973

Property at 795 Memorial Dr, Winthrop, ME 04364, 3 beds, 1 bath

$279,000

3 beds1 bath1,248 sq ft

795 Memorial Dr, Winthrop, ME 04364

Property at 2549 US Route 202, Winthrop, ME 04364, 3 beds, 1 bath

$300,000

3 beds1 bath858 sq ft

2549 US Route 202, Winthrop, ME 04364

Property at 38 Pamela Dr, Winthrop, ME 04364, 4 beds, 2 baths

$389,000

4 beds2 baths2,262 sq ft

38 Pamela Dr, Winthrop, ME 04364

Property at 427 Mt Pisgah Rd, Winthrop, ME 04364, 3 beds, 2.5 baths

$949,000

3 beds2.5 baths3,672 sq ft

427 Mt Pisgah Rd, Winthrop, ME 04364

Property at 150 Pamela Dr, Winthrop, ME 04364, 3 beds, 2.5 baths

$680,000

3 beds2.5 baths2,650 sq ft

150 Pamela Dr, Winthrop, ME 04364

Property at 172-B Annabessacook Rd, Winthrop, ME 04364-3838, 6 beds, 4 baths

$994,999

6 beds4 baths6,493 sq ft

172-B Annabessacook Rd, Winthrop, ME 04364-3838

Property at 8 Horseshoe Is, Winthrop, ME 04364, 2 beds, 1 bath

$550,000

2 beds1 bath1,016 sq ft

8 Horseshoe Is, Winthrop, ME 04364

Property at 206 Route 133, Winthrop, ME 04364, 4 beds, 2 baths

$399,000

4 beds2 baths2,344 sq ft

206 Route 133, Winthrop, ME 04364

Property at 251 Annabessacook Rd, Winthrop, ME 04364, 4 beds, 3 baths

$475,000

4 beds3 baths2,674 sq ft

251 Annabessacook Rd, Winthrop, ME 04364

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ABOUT THIS HOME
Home with Basement for sale in Winthrop, ME:
254 Academy Rd, Monmouth, ME 3 Beds | 2 Baths | 2 Acres | Above-Ground Pool | 2-Car Garage Welcome to 254 Academy Road — a beautifully maintained raised ranch offering comfort, space, and convenience on a peaceful 2-acre lot. This 3-bedroom, 2-bath home features a bright, open-concept layout that seamlessly connects the living room, kitchen, and dining area — perfect for entertaining or spending time with family. The spacious bedrooms provide plenty of room to relax, while the lower-level bonus family room offers extra space for a playroom, home office, or media room. Enjoy summer days by the above-ground pool or utilizing the large, level backyard. The property also include

$399,900

3 beds2 baths2,024 sq ft

254 Academy Rd, Monmouth, ME 04259

2 acre lot • 2 garage spots • Pool

ABOUT THIS HOME
Home with Basement for sale in Winthrop, ME:
Beautiful New England Cape Cod style home in a wonderful Manchester neighborhood. Main floor offers kitchen with custom oak cabinets with appliances and center bar which opens to the dining room. Front living room, full bath and den/office or possible first floor bedroom. Second floor offers 3 bedrooms and second bath. Full basement with 2 car garage, walk out access and lots of storage. Large backyard and beautifully landscaped. Quiet dead end street is perfect for a walk or bike riding. Only 5 minutes to the Country Club and less than 10 minutes to I-95. A charming home - come see!

$475,000

3 beds2 baths1,764 sq ft

39 Ryan Dr, Manchester, ME 04351

1.2 acre lot • 2 garage spots • Car-dependent

ABOUT THIS HOME
Home with Basement for sale in Winthrop, ME:
Welcome to this charming 3-bedroom ranch nestled in a peaceful, well-established neighborhood! This warm and inviting home features a cozy layout perfect for comfortable living and easy maintenance. Enjoy the spacious backyard—ideal for gardening, gatherings, or simply unwinding. Located on a quiet street, yet just minutes from downtown Winthrop and only fifteen minutes from Augusta. A wonderful opportunity for first-time buyers, downsizers, or anyone looking for a move-in ready home with classic appeal!

$275,000

3 beds1 bath1,056 sq ft

76 Old Lewiston Rd, North Monmouth, ME 04265

0.84 acre lot • 2 garage spots • Car-dependent

ABOUT THIS HOME
Home with Basement for sale in Winthrop, ME:
Discover the unparalleled elegance of 16 Davis Point Rd, a magnificent stone estate nestled in the heart of Wayne, Maine, a quaint town known for its peaceful ambiance, outdoor activities, with local conveniences. Walking distance to yacht club and beach. This meticulously crafted residence offers a harmonious blend of luxury and functionality, ideal for those seeking both an elegant and comfort in a serene setting. This stunning property features an impeccably designed chef's kitchen with granite countertops, high-end appliances, and a walk-in pantry boasting its own freezer and abundant storage. Adjacent to the kitchen is a breakfast nook leading into a formal dining room. Continuing thro

$850,000

3 beds4 baths6,649 sq ft

16 Davis Point Rd, Wayne, ME 04284

7.51 acre lot • 3 garage spots • Car-dependent

ABOUT THIS HOME
Home with Basement for sale in Winthrop, ME:
Private Colonial in a beautiful setting on 2.27 acres-a nice yard, gardens & woods. This classic home offers 4 bedrooms, 3 baths, (3,112sqft) and a wonderful open floor plan filled with natural light. Enjoy the updated kitchen with quartz counter top and island. Love cooking on the Thermador range top; stainless appliances and new wall microwave. Walk-in pantry & separate first floor laundry room. The living room offers a gas fireplace with built-in cabinetry and hardwood floors. French doors lead to a large deck to enjoy the outdoors. Formal dining room with wainscotting. Upstairs you'll find a primary bedroom suite with tiled bath, jetted tub & walk-in closets. Three m

$625,000

4 beds2.5 baths3,112 sq ft

18 Autumn Crest Ln, Readfield, ME 04355

2.27 acre lot • 2 garage spots • Pool

ABOUT THIS HOME
Home with Basement for sale in Winthrop, ME:
Discover this charming raised ranch in the serene town of Monmouth, Maine. Tucked away in a private setting yet convenient, this home is truly '15 minutes from nowhere and 15 minutes from everywhere. ' This home is an outdoor enthusiast's dream. A short walk or drive from both Cobboseecontee and Annabessacook Lakes, enjoy abundant fishing and boating opportunities. Part of an estate sale from a talented machinist and tinkerer, the property features three spacious garage bays and a dedicated workshop—perfect for hobbies or projects. Inside, you'll find an open layout with three bedrooms, two full bathrooms, and an open, bright kitchen and living room. A large deck overlooks an expansiv

$274,000

3 beds2 baths1,520 sq ft

25 Hansons Wood Rd, North Monmouth, ME 04265

1.3 acre lot • 3 garage spots • Car-dependent

Property at 772 Prescott Rd, Manchester, ME 04351, 3 beds, 1.5 baths

$279,900

3 beds1.5 baths1,495 sq ft

772 Prescott Rd, Manchester, ME 04351

Property at 121 Wentworth Cv, West Gardiner, ME 04345, 2 beds, 2 baths

$1,100,000

2 beds2 baths1,847 sq ft

121 Wentworth Cv, West Gardiner, ME 04345

Property at 286 Pond Rd, Wayne, ME 04284, 4 beds, 3 baths

$699,750

4 beds3 baths2,595 sq ft

286 Pond Rd, Wayne, ME 04284

Property at 147 N Main St, North Monmouth, ME 04265, 3 beds, 1.5 baths

$445,000

3 beds1.5 baths1,709 sq ft

147 N Main St, North Monmouth, ME 04265

Property at 252 Meadowhill Rd, Manchester, ME 04351, 5 beds, 2 baths

$364,999

5 beds2 baths1,820 sq ft

252 Meadowhill Rd, Manchester, ME 04351

Property at 2 Falling Pines Ln, Readfield, ME 04355, 3 beds, 2.5 baths

$499,000

3 beds2.5 baths1,800 sq ft

2 Falling Pines Ln, Readfield, ME 04355

Property at 226 Pond Rd, Manchester, ME 04351, 4 beds, 1.5 baths

$289,900

4 beds1.5 baths2,553 sq ft

226 Pond Rd, Manchester, ME 04351

Homes with Basements for Sale in Winthrop

There are currently 14 homes with basements for sale in Winthrop at a median listing price of $410K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Winthrop stay on the market for 99 days. This map is refreshed with the newest listings in Winthrop every 15 minutes.

In the past month, 3 homes have been sold in Winthrop. In addition to houses in Winthrop, there were also 0 condos, 0 townhouses, and 2 multi-family units for sale in Winthrop last month. Find your dream home in Winthrop using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Winthrop are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Winthrop. Our Winthrop real estate stats and trends will give you more information about home buying and selling trends in Winthrop. If you're looking to sell your home in the Winthrop area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Winthrop with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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Copyright 2025 PrimeMLS All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this website comes in part from the VOW Program of PrimeMLS. Data last updated Sat Nov 01 2025 on the search page

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