Windham Condos for Sale

Windham Condos for Sale

Welcome to Windham, Maine—an enchanting town nestled in the heart of Cumberland County, where charming landscapes meet vibrant community life. Known for its picturesque lakes, lush parks, and friendly atmosphere, Windham is the perfect blend of natural beauty and suburban convenience. Whether you're drawn to the serene waters of Sebago Lake or the scenic trails of the nearby Presumpscot River, this town offers a wealth of outdoor activities for nature enthusiasts and families alike.

Windham boasts a rich history and a strong sense of community, making it an ideal place to call home. With a variety of local shops, restaurants, and cultural events, residents enjoy a small-town feel while being just a short drive from the bustling city of Portland. The town's excellent school system and family-friendly environment further enhance its appeal, making it a sought-after destination for those looking to settle down.

For those considering a move, Windham's condos for sale present an exceptional opportunity. These modern residences offer the perfect combination of comfort and convenience, with many featuring spacious layouts, contemporary amenities, and beautiful views of the surrounding landscape. Whether you're a first-time homebuyer, a retiree looking to downsize, or someone seeking a vacation getaway, the condos in Windham cater to a variety of lifestyles.

Explore the charm of Windham and discover your perfect condo today. Experience the joy of living in a community that values both relaxation and recreation, all while enjoying the comforts of modern living. Your dream home awaits in this delightful corner of Maine!

Newest Windham Condos for Sale

$474,000
3 Beds ⋅ 3 Baths
"Come see why so many have chosen Dolley Farm Condominiums for their new home! The Sunrise style townhouse features a well-designed open floor plan ideal for today's lifestyle. The spacious kitchen includes a center island and pantry and flows seamlessly into the dining and living areas, while a rear patio extends your living space outdoors. Upstairs, the primary suite offers a private retreat with an ensuite bath. Two additional bedrooms and a second full bath provide flexibility for guests or family. A second-floor flex space creates the perfect spot for a desk, reading nook, or study area, and the second-level laundry room adds everyday convenience. The full unfinished basement offers generous storage and the opportunity to create additional finished space for a future family room, gym, or flex area. With completed units available, you can settle in and enjoy now! Pet friendly!"

1 Dolley Farm Rd Unit 15, Windham

Listing courtesy of The Flaherty Group.

$335,000
2 Beds ⋅ 2 Baths
*$10,000 in BUILDER INCENTIVES AVAILABLE* Own for $2400 per month*! Ready in November! This third floor unit features 9' ceilings and offers 991 square feet of bright, open-concept living. This thoughtfully designed two-bedroom, two-bathroom residence blends modern style with everyday functionality. The spacious primary suite features a private en-suite bath, creating a peaceful retreat to unwind and recharge. Inside, you'll find timeless shaker-style cabinetry, granite countertops, stainless steel appliances, and an in-unit washer and dryer -- all curated to make daily living feel seamless. Large windows fill the home with natural light, creating an airy atmosphere that feels both welcoming and refined. Inspired by the expansive beauty of Sebago Lake -- Windham's most iconic natural landmark -- The Sebago unit is the largest home available at Windham Village, designed for those who appreciate space, comfort, and effortless living. Shared amenities include, a gym, co-working space, community room, dog wash, storage lockers and more! *Estimated Principal, Interest, Est taxes & PMI; 5 year fixed, 30 year term, 3% down, 6.827% APR, subject to approval.

10 Stillwater Dr Unit 3134, Windham

Listing courtesy of Signature Homes Real Estate Group, LLC.

$849,000
3 Beds ⋅ 3 Baths
NEW CONSTRUCTION CONDO NOW AVAILABLE FOR 2026 OCCUPANCY - MUST SEE ONE OF A KIND DEVELOPMENT! Welcome to The Cove at Highland Lake: where low maintenance lake-life meets Portland-proximate convenience! The Freeport floorplan, our largest single level 2 Bed/2 Bath floor plan comes standard with 1340+/- sq ft, a large open concept living area with a spacious kitchen, soft-close cabinetry, Energy Efficient LED Lighting & Appliances. 22 Daybreak features a floor to ceiling Gas Fireplace feature, Upgraded Cafe Appliance Package, Light & Bright Granite and Quartz Countertops, Finished Basement with an additional bed and full bath, and 9Ft ceiling height! Custom tiled showers, spa like bath fixtures, and cathedral ceilings ensure your condo is well appointed and beaming with natural light. 18 x 12 (approximate) Primary Suite with double vanity bath and a walk-in closet. The Freeport also boasts a large front porch and an oversized single stall attached garage with extra room for storage. Community Amenities to Include: Tennis & Pickle Ball court, two-level clubhouse with fitness center, full kitchen and function/meeting space, private access to the 53 acre parcel with over 6000 feet of nature trails, 585 feet of lake front to carry in kayaks, canoes and paddle boards, plus a community maintained dock. Located JUST 10 MILES from Downtown Portland, residents will enjoy UNBEATABLE proximity to top rated health care and hospitals, Maine's finest dining and endless entertainment options. Have you ever imagined a life immersed in nature full of boating, skiing, golf, shopping, dining, sports & activity clubs, and LOW MAINTENANCE? The way 55+ life should be can be found here in The Cove at Highland Lake!

22 Daybreak Ln Unit 11, Windham

Listing courtesy of Berkshire Hathaway HomeServices Verani Realty. crystal.chandonnet@verani.com
$649,000
2 Beds ⋅ 3 Baths
14 Daybreak Lane is fully framed and ready for customization. Approximately 8 Weeks from Contract to CO. Welcome to The Cove at Highland Lake! The first of its kind, Gold Cornerstone Award Winning 55+ Lakefront Community nestled on the pristine shores of Highland Lake. The PORTLAND floorplan is the perfect blend of one-level-living with plenty of space for guests and storage. At 1958 SF +/-, this 2 Bedroom 2.5 Bathroom attached condo with generously sized finished basement is an excellent option for those looking to ''rightsize'' into retirement. The Portland offers cathedral ceilings in the main living area, primary bedroom with spacious en suite double vanity bathroom and oversized walk-in closet, plus a guest bathroom with main level laundry. With not one but TWO outdoor composite decks, spacious one level is easy to achieve! But if even more space is needed, you'll enjoy an additional bedroom and bathroom in the finished basement boasting 9ft tall ceiling height. With endless custom finish options and upgrades, owners can select natural stone or quartz countertops, soft-close cabinetry, Age-in-Place safety features, LVP or hardwood flooring, gas or electric fireplace, and energy efficient LED lighting. Community Amenities Include: tennis & pickleball courts, two-level clubhouse with fitness center, full kitchen and function space, plus private access to the 50+ acre parcel with over 6000 feet of nature trails, 500+ feet of lake front to carry in kayaks, canoes and paddleboards, plus a community-maintained dock. Located just 10 miles from downtown Portland, residents will enjoy unbeatable proximity to top rated health care and hospitals, as well as Maine's finest dining and entertainment options. Boating, skiing, golf, shopping, dining, sports & activity clubs... The way 55+ life should be, and you can have it all in The Cove at Highland Lake! Reserve now & for a limited time you may choose your home's finishes!

12 Daybreak Ln Unit 16, Windham

Listing courtesy of Berkshire Hathaway HomeServices Verani Realty. crystal.chandonnet@verani.com
$449,900
3 Beds ⋅ 3 Baths
Like new without the new price, this three-year-old condo has just been freshly painted and professionally cleaned. Move in ready and affordable. Spacious open floor plan with high-end cabinets/ Granite counters and an oversized deck make this a wonderful place to call home. This small (6 total units) association will keep condo fees low and allow for input on association rules. Three large bedroom, big closets and full basement make this home perfect for so many living situations including work from home. If you are looking for a comfortable and affordable place to call home, you have found it. Special financing maybe available for qualified buyers. Open House 9/13 10-12

12 Voyager Ln Unit 12, Windham

Listing courtesy of Maine Values Real Estate.

$460,000
3 Beds ⋅ 2 Baths
Welcome to 8 Port Drive, Unit 8, a well-maintained Windham condo offering a comfortable layout, thoughtful updates, and access to Collins Pond. Tucked into a quiet, secluded setting with little traffic, this home provides a peaceful atmosphere while keeping you close to the shops, restaurants, and conveniences of downtown North Windham. The main level offers the ease of single-floor living, with inviting living spaces and a kitchen enhanced by an updated backsplash and shelving. Fresh paint on walls and doors, updated lever-style door handles, new blinds and curtains throughout, and two new storm doors add to the move-in-ready feel. Upstairs, a flexible bonus room provides additional space for a den, workout room, home office, or other needs. Outside, enjoy the impressive Trex deck completed in November 2025, a fenced area, and a setting that offers a great extension of the home's living space. Additional improvements include a new roof in 2024, new washer and dryer in 2025, garage door opener with remote, Ring doorbell, furnace igniter, and approximately $15,000 in 2026 additions. The attached garage adds everyday convenience and storage. As part of a small condominium association, owners enjoy weekly trash removal, while the association handles exterior maintenance and septic. With Collins Pond access, a private-feeling setting, flexible living space, and numerous recent improvements, this property offers a unique opportunity to enjoy low-maintenance condo living without giving up the outdoor features and comfortable feel of a home. Conveniently located near the heart of North Windham, 8 Port Drive, Unit 8 is ready for its next owner to settle in and enjoy all that this property and location have to offer. Whether relaxing on the spacious deck, enjoying the fenced outdoor area, or heading to Collins Pond, there is plenty to appreciate inside and out. Natural gas heat and practical utility costs further complement the easy-living design. Come experience this home!!

8 Port Dr Unit 8, Windham

Listing courtesy of Real Broker.

$429,000
3 Beds ⋅ 2 Baths
Welcome Home! This meticulously maintained 2 or 3 bedroom townhouse offers an open floor plan with numerous amenities and upgrades including a freshly painted interior, custom design kitchen with granite counter tops and stainless appliances. Plus recently added modern comforts like the high efficiency heat pumps for climate control and a standby generator hook up. The high ceilings and large windows flood the space with natural light. There are 2 full baths and both have been upgraded. The 2nd floor bath was totally redone with a custom shower and glass door. The full basement offers plenty of storage while the large bonus room offers plenty of flexible uses including a home office, family room or 3rd bedroom. In addition to the large amount of living space there is a private deck and patio ideal for enjoying the outdoors relaxing or entertaining. while backing up to common green space for added privacy. This unit is part of a well-run association located in a peaceful neighborhood with easy access to local walking trails and outdoor recreation while being just minutes to local shopping centers, grocery stores, and popular local restaurants. Its also an Convenient commuting distance to downtown Portland. Don't miss this stunning, value priced and move in ready townhouse!

54 Provost Dr Unit 54, Windham

Listing courtesy of Keller Williams Realty.

$335,000
2 Beds ⋅ 2 Baths
Take advantage of this limited time 'Fall Special' at $335,000 (regularly $349,900) for one unit only PLUS Builder Incentives Available. Stop paying rent! Own for $2400 per month*! Offering 991 square feet of bright, open-concept living, this thoughtfully designed two-bedroom, two-bathroom residence blends modern style with everyday functionality. The spacious primary suite features a private en-suite bath, creating a peaceful retreat to unwind and recharge. Inside, you'll find timeless shaker-style cabinetry, granite countertops, stainless steel appliances, and an in-unit washer and dryer -- all curated to make daily living feel seamless. Large windows fill the home with natural light, creating an airy atmosphere that feels both welcoming and refined. Inspired by the expansive beauty of Sebago Lake -- Windham's most iconic natural landmark -- The Sebago style unit is the largest unit available at Windham Village, designed for those who appreciate space, comfort, and effortless living. Shared amenities include, a gym, co-working space, community room, dog wash, storage lockers and more! *Estimated Principal, Interest, Est taxes & PMI; 5 year fixed, 30 year term, 3% down, 6.827% APR, subject to approval.

10 Stillwater Dr Unit 2129, Windham

Listing courtesy of Signature Homes Real Estate Group, LLC.

$339,900
2 Beds ⋅ 2 Baths
Welcome to Windham Hill Woods, a well-established and desirable condominium community offering an exceptional combination of convenience, amenities and value. Ideally located on the south side of downtown Windham, this townhouse-style condo provides easy access to shopping, dining and area amenities while helping you avoid much of the traffic congestion found farther north. Inside, the thoughtfully designed floor plan offers comfortable living across three levels. The first floor features a granite kitchen, inviting living room with hardwood flooring, convenient half bath and a sliding glass door leading to your private deck overlooking the wooded edge. Upstairs, you'll find a spacious primary bedroom, second bedroom and full bathroom. Continue to the third-floor loft, an especially versatile space that works beautifully as a home office, reading area, hobby space or flex room. A full basement provides excellent storage and includes the convenience of an in-unit washer and dryer. The $300 monthly association fee includes water and sewer, adding to the overall value and ease of ownership. Windham Hill Woods offers an in-ground pool, pickleball court, sidewalks and generous open space. The association is also pet friendly, making this an inviting community for a variety of lifestyles. Whether you're looking to simplify your lifestyle, make your first home purchase or find a convenient Maine getaway, 23 Meagans Way offers the space, amenities and location to make condo living easy and enjoyable.

23 Meagans Way Unit 12, Windham

Listing courtesy of PO-GO REALTY.

$299,900
1 Beds ⋅ 1 Baths
**Builder Incentives Available**.Stop paying rent! Own for $2100 per month*! The Highland offers a peaceful retreat designed for simple, modern living. With 766 square feet of thoughtfully designed space, this one-bedroom, one-bathroom residence blends comfort, style, and convenience in a layout that feels both open and inviting. Inside, contemporary finishes meet everyday functionality with granite countertops, stainless steel appliances, and an in-unit washer and dryer. Large windows allow natural light to pour throughout the home, creating a bright and welcoming atmosphere perfect for relaxing or entertaining. Shared amenities include, a gym, co-working space, community room, dog wash, storage lockers and more! Builder incentives available! *Estimated Principal, Interest, Est taxes & PMI; 5 year fixed, 30 year term, 3% down, 6.781% APR, subject to approval.

12 Stillwater Dr Unit 1137, Windham

Listing courtesy of Signature Homes Real Estate Group, LLC.

$289,000
3 Beds ⋅ 2 Baths
Welcome to this beautifully maintained and inviting three-bedroom condo, ideally located in the heart of Windham. Enjoy the convenience of being just minutes from shopping, restaurants, and everyday amenities while tucked away in a peaceful setting. The first floor features an open-concept layout with a spacious living room, kitchen, and dining area--perfect for both everyday living and entertaining. Just off the dining area, step onto the newer deck, an ideal spot to enjoy your morning coffee, dine outdoors, or unwind after a long day. Upstairs, you'll find two generously sized bedrooms with cathedral ceilings that create a bright and airy feel, along with a full bathroom. The finished walk-out basement offers valuable additional living space that can easily serve as a third bedroom, home office, fitness room, or family room, with direct access to the private backyard. Conveniently located near Sebago Lake and just a short drive to Portland, this move-in-ready condo offers the perfect blend of comfort, functionality, and location. Don't miss your opportunity to make this wonderful property your new home! Open house Sunday, September 26th from 11 am - 12:30 pm!

26 Whites Bridge Rd Unit 26, Windham

Listing courtesy of Signature Homes Real Estate Group.

$479,000
3 Beds ⋅ 3 Baths
Come see why so many have chosen Dolley Farm Condominiums for their new home! The Harvest style townhouse features a well-designed open floor plan ideal for today's lifestyle. The spacious kitchen includes a center island and pantry and flows seamlessly into the dining and living areas, while a rear patio extends your living space outdoors. Upstairs, the primary suite offers a private retreat with an ensuite bath. Two additional bedrooms and a second full bath provide flexibility for guests or family. A second-floor flex space creates the perfect spot for a desk, reading nook, or study area, and the second-level laundry room adds everyday convenience. The full unfinished basement offers generous storage and the opportunity to create additional finished space for a future family room, gym, or flex area. With completed units available, you can settle in and enjoy now! Pet friendly and short walk to Sebago to Sea trail and Shaw Park!

6 Dolley Farm Rd Unit 3, Windham

Listing courtesy of The Flaherty Group.

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