Windham Condos for Sale

Welcome to Windham, Maine – a charming town nestled in the heart of Cumberland County, where the beauty of nature meets the warmth of community. With its picturesque landscapes, serene lakes, and vibrant downtown area, Windham offers a unique blend of rural charm and modern convenience. Just a short drive from Portland, residents enjoy easy access to urban amenities while reveling in the tranquility of small-town living.

Windham is renowned for its outdoor recreational opportunities, making it a haven for nature enthusiasts. From the stunning Sebago Lake to the expansive trails of the Windham Town Forest, adventure awaits at every turn. The town boasts a strong sense of community, with local events, farmers’ markets, and seasonal festivals that bring residents together to celebrate the joys of life in Maine.

For those considering a move to this idyllic locale, Windham offers an array of beautiful condos for sale. These properties provide a perfect blend of comfort and style, catering to various lifestyles and budgets. Whether you’re seeking a cozy retreat with scenic views or a modern space close to local amenities, Windham’s condos are designed to meet your needs. Enjoy the ease of maintenance-free living while being surrounded by the natural beauty and community spirit that Windham is known for.

Explore the opportunity to call Windham home, where every day is an invitation to experience the best of Maine living. Your dream condo awaits in this enchanting town!

Newest Windham Condos for Sale

$265,000

2 Beds ⋅ 1 Baths

Comfortable, affordable, and easy to own. This recently updated 2-bedroom, 1-bath condo at 18 Easy Way offers 833 square feet of well-laid-out living in Windham, with low HOA fees and heating bills that keep your monthly expenses well below what you'd expect. The kitchen features stone countertops, and the updates throughout make this a move-in-ready home. Two bedrooms give you flexibility for guests, a home office, and the efficient layout means no wasted space. Outside is where this condo really stands out. The shared outdoor space is set up for barbecues, evenings around the fire pit, and long summer nights. A storage shed keeps your gear, tools, and seasonal items out of the way. Private parking is included, and coin-op laundry is available on site. The HOA welcomes pets which means your four-legged family members are welcome too. Windham offers Southern Maine convenience with a small-town feel, including Sebago Lake, local trails, and shopping and dining along Route 302 close by. It's a smart fit for first-time buyers, downsizers, or anyone who wants affordable, low-maintenance living with room to entertain. Showings begin Friday 10/23. Open House Sunday 10/25 from 11am-12:30.

18 Easy Way Unit 6, Windham

Listing courtesy of Maine Community Real Estate.

$449,000

3 Beds ⋅ 3 Baths

This is a great opportunity to live at Dolley Farm, Windham's finest new Condominium community. Several units are move in ready or choose one that you can customize. 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! Come view this condo and others at the Open House, Saturday, October 24 from 11:30 - 1:00.

7 Dolley Farm Rd Unit 18, Windham

Listing courtesy of The Flaherty Group.

$425,900

2 Beds ⋅ 2 Baths

Fantastic opportunity for easy, one-level living in this beautifully maintained 55+ condo community! This inviting 2-bedroom, 2-full-bath home features radiant natural gas on-demand heat, public water, and an attached garage with an electric vehicle charger. Thoughtful details, including wainscoting, built-ins, granite countertops, and charming extras, add warmth and character throughout. Ideally located across from the community gardens and fire and rescue services, this home offers both comfort and convenience. The low monthly condo fee includes internet and cable, providing exceptional value. The association allows up to two dogs and two indoor common household pets, and rentals are permitted, offering added flexibility. Come discover all this lovely home has to offer!

8 Conifer Dr Unit 4, Windham

Listing courtesy of Anchor Realty.

$629,000

2 Beds ⋅ 2 Baths

Quick Delivery Available! 8 Week turnaround from Contract to CO! New Construction Lakefront Condo Community underway NOW! Welcome to The Cove at Highland Lake: where low maintenance lake-life meets Portland-proximate convenience! The Freeport model, our largest single level 2 Bed/2 Bath floor plan comes standard with 1340+/- sq ft of living area, a large open concept living area with a spacious kitchen, soft-close cabinetry, Energy Efficient LED Lighting & Appliances. Buyers may add Gas Fireplace, Tiled Showers, and with the basement already prepped for plumbing, up to 1,000 SF additional Finished space in the 9Ft tall basement! Cathedral ceilings and skylights ensure your condo is beaming with natural light. Appointed with two large bedrooms including an 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 golf-cart door and extra room for storage. Community Amenities 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! Reserve now and for a limited time you may customize your homes finishes.

1 Daybreak Ln Unit 1, Windham

Listing courtesy of Berkshire Hathaway HomeServices Verani Realty. crystal.chandonnet@verani.com

$510,000

3 Beds ⋅ 3 Baths

This brand new Cottonwood Colonial home offers a blend of thoughtfully designed living spaces set in a peaceful neighborhood just minutes from local amenities. Enjoy the sunny exposure and spacious open floor plan. The kitchen features quartz countertops, a center island, and new appliances. The first floor also offers a functional mudroom and a great back deck. Upstairs includes a primary suite with walk-in closet, two additional bedrooms, a second full bathroom, and laundry hook-ups. Enjoy wooded views from the back deck, while the full daylight basement provides great potential for storage, hobbies, or future finishing. A walking trail at the end of the street adds to the quiet setting. Conveniently located near shopping, town services, and recreational opportunities, this home offers both comfort and accessibility. Make your dream of owning a brand new home come true!

2 Shepherd Ln Unit 1, Windham

Listing courtesy of RE/MAX By The Bay.

$479,900

3 Beds ⋅ 2 Baths

Brand new - just completed! Welcome to 6 Shepherd Lane, offering a blend of classic charm and modern convenience. This sun-drenched Cape-style residence features 3 bedrooms, 2 full baths, and over 1,600 square feet of thoughtfully designed living space, set in a peaceful neighborhood just minutes from local amenities. Step onto the inviting farmer's porch and into a bright, open-concept first floor where the living, dining, and kitchen areas flow seamlessly together. The kitchen features quartz countertops, a center island with excellent drawer storage, and new appliances. The first floor also offers a flexible den or office, a full bath, laundry hookup, and a functional mudroom entry. Upstairs includes three bedrooms, including a spacious primary with a walk-in closet, along with a second full bath. Enjoy wooded views from the back deck, while the full daylight basement provides great potential for storage, hobbies, or future finishing. A walking trail at the end of the street adds to the quiet setting. Conveniently located near shopping, town services, and recreational opportunities, this home offers both comfort and accessibility. Make your dream of owning a brand new home come true!

6 Shepherd Ln Unit 3, Windham

Listing courtesy of RE/MAX By The Bay.

$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

*NOW $15,000 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.

$799,000

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

$435,000

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.

$335,000

2 Beds ⋅ 2 Baths

Take advantage of this limited time 'Fall Special' at $335,000 (regularly $349,900) PLUS $15,000 in Builder Incentives Available for a limited time. 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.

$689,000

2 Beds ⋅ 2 Baths

NEW CONSTRUCTION CONDOS - MUST SEE LAKEFRONT DEVELOPMENT! Welcome to The Cove at Highland Lake: where low maintenance lake-life meets Portland-proximate convenience! The Freeport model, our largest single level 2 Bed/2 Bath floor plan comes standard with 1340+/- sq ft of living area, a large open concept living area with a spacious kitchen, soft-close cabinetry, Energy Efficient LED Lighting & Appliances. Buyers may add Gas Fireplace, up to 1000SF Finished Basement with 9Ft ceiling height, and a long list of other custom elements! Cathedral ceilings and skylights ensure your condo is beaming with natural light. Appointed with two large bedrooms including an 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! Reserve now and for a limited time you may choose your homes finishes.

18 Daybreak Ln Unit 13, Windham

Listing courtesy of Berkshire Hathaway HomeServices Verani Realty. crystal.chandonnet@verani.com

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Windham Condos for Sale

Newest Windham Condos for Sale

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