Homes for Sale near Windham High School

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  /53

  $1,039,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 3 Baths
  • 4,256 Sq Ft

  2 Summit Ln, Raymond, ME 04071

  Discover this stunning 4-bedroom, 3-bath Cape-style home offering spectacular views of Sebago Lake, Panther Pond, and the White Mountains located in Tarkiln Hill Estates. Relax and enjoy sunsets over the lakes and Mt. Washington right from your front yard.Built in 2006, this expansive 4,256 sq. ft. home sits on 1.62 private acres and features a 3-car garage and high-end finishes

  

  Aaron Kollmeyer

  Coldwell Banker Realty

  (207) 389-7547

  

  2 Summit Ln, Raymond, ME 04071
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  Explore Windham High School

• 

  

  

  /45

  $395,000

  • 2 Beds
  • 1 Bath
  • 540 Sq Ft

  107 Haskell Ave, Raymond, ME 04071

  Charming 2-Bedroom Lakefront Cottage on Crescent LakeRaymond, MaineDon't miss this opportunity to own a classic lakefront getaway on beautiful Crescent Lake! This well-maintained 2-bedroom cottage (24' x 28') features a screened-in back deck with stunning lake views — perfect for relaxing or entertaining.The interior offers a cozy living room with a Heatilator pellet stove

  

  John Edmiston

  LAER

  (207) 503-4976

  

  107 Haskell Ave, Raymond, ME 04071
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  /94

  $1,900,000

  • 4 Beds
  • 3.5 Baths
  • 2,806 Sq Ft

  7 Papoose Island Rd, Raymond, ME 04071

  Private Lakefront Retreat on Sebago Lake -.Discover the perfect blend of natural beauty and modern comfort at this rare Sebago Lake gem. Tucked away at the end of the highly sought-after Raymond Cape Road, this private waterfront property offers everything you've been looking for: a flat lot, sandy beach with easy lake access, grass lawn, a partial permanent dock, and a charming

  

  Lois O'Connor

  Sunset Lakes Real Estate

  (207) 386-9617

  

  7 Papoose Island Rd, Raymond, ME 04071
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  /2

  $165,000

  • Land
  • 0.69 Acre
  • $239,130 per Acre

  00 Dusty Rhoades Ln, Windham, ME 04062

  Don't miss this opportunity to own .69 acres in a desirable Windham neighborhood. Offering public water and plenty of privacy, this is the perfect spot for your new home! Lot size does meet the requirements for a duplex (town approval needed). Close to North Windham amenities and lakes, and a short commute to Portland.

  

  Ashley Fearon

  A Team Realty

  (207) 820-0758

  

  00 Dusty Rhoades Ln, Windham, ME 04062
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  /52

  $575,000 Open House 8/10

  • 3 Beds
  • 2 Baths
  • 2,496 Sq Ft

  63 Hancock Rd, Raymond, ME 04071

  Become a part or the Crescent Lake community in Raymond, Maine, in this charming year-round home.Inside, discover an open kitchen and living area with cathedral ceilings and large windows, creating a bright and inviting space. The large basement has finished living area, a garage for two cars and extra storage space. For added peace of mind, the home is equipped with a whole-house

  

  Davian Akers

  Keller Williams Realty

  (207) 412-5765

  

  63 Hancock Rd, Raymond, ME 04071
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  /40

  $550,000 Open Sat 10AM - 11:30AM

  • 4 Beds
  • 4 Baths
  • 3,534 Sq Ft

  1569 Roosevelt Trail, Raymond, ME 04071

  Welcome to a versatile property in the heart of Raymond's beautiful Lakes Region. This home offers 3 bedrooms and 2 bathrooms plus laundry on the main level, and a flexible lower-level in-law space - ideal for hosting guests.Enjoy the outdoors from the recently built composite deck, perfect for morning coffee or evening gatherings. The fenced-in front yard provides a safe and welcoming space

  

  Yulia Glasgow

  Maine Real Estate Co

  (207) 560-8652

  

  1569 Roosevelt Trail, Raymond, ME 04071
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  /9

  $719,000

  • 4 Beds
  • 2.5 Baths
  • 2,290 Sq Ft

  31 Cooper Ridge Rd, Windham, ME 04062

  Brand New To-Be-Built Home in Windham!Welcome to your future dream home in a charming new six-lot subdivision—offering privacy, convenience, and the chance to make it truly yours! Located just minutes from Westbrook and Portland, this to-be-built 4-bedroom home sits on a generous .71-acre lot with the foundation already in place, so things are moving fast!With 2,290 sq. ft. of

  

  Ashley Fearon

  A Team Realty

  (207) 503-2141

  

  31 Cooper Ridge Rd, Windham, ME 04062
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  /49

  $5,500,000

  • 5 Beds
  • 6.5 Baths
  • 6,022 Sq Ft

  46 Windward Shore Rd, Raymond, ME 04071

  This exceptional 1.8-acre waterfront estate on Sebago Lake offers breathtaking westerly views, remarkable privacy, and stunning sunsets. Built by Corb Construction, this Shingle-style home showcases impeccable quality and attention to detail.Perfect for both comfortable living and entertaining, the open layout features five bedrooms, six full baths, and a powder room. The great room

  Sandra Wendland Legacy Properties Sotheby's International Realty

  

  46 Windward Shore Rd, Raymond, ME 04071
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  /88

  $849,900

  • 4 Beds
  • 3 Baths
  • 3,022 Sq Ft

  486 Webbs Mills Rd, Raymond, ME 04071

  Welcome to 486 Webbs Mills Road, a warm and inviting gentlemen's farm with 5.9 acres in beautiful Raymond, Maine. This 11-room farmhouse with 4 bedrooms and 3 full baths has been tastefully upgraded while maintaining the timeless appeal of 1800's farmhouse. This home is warm and inviting with many upgrades. The open concept family room/kitchen is the heart of the home and is perfect for

  Maryanne Bear Fontaine Family-The Real Estate Leader

  

  486 Webbs Mills Rd, Raymond, ME 04071
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  /10

  $1,199,000

  • 4 Beds
  • 2.5 Baths
  • 3,202 Sq Ft

  3 Betty Ln, Windham, ME 04062

  Welcome to Edgewood Estates—Windham's newest enclave of distinguished homes where refined design meets the timeless beauty of Maine's natural landscape. 3 Betty Lane offers a meticulously crafted open-concept residence that balances elegance, functionality, and warmth at every turn.Bathed in natural light from expansive windows, the heart of this home is a spacious great room anchored by

  Andrea Page Keller Williams Realty

  

  3 Betty Ln, Windham, ME 04062
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  /43

  $775,000 Open Sun 11AM - 1PM

  • 6 Beds
  • 3 Baths
  • 4,170 Sq Ft

  11 Haven Rd, Windham, ME 04062

  Tucked away on a quiet street in Windham, this unique home offers exceptional space and value with an additional apartment. The main home lives like a 5-bedroom, 2-bath layout, anchored by an oversized fireplace that gives chalet-style warmth and character. The updated kitchen overlooks a large, private backyard — perfect for gatherings or quiet evenings.The primary suite is located above

  Christopher Davis Real Broker

  

  11 Haven Rd, Windham, ME 04062
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  /28

  $789,900

  • 4 Beds
  • 2 Baths
  • 2,400 Sq Ft

  57 Riverside Ridge, Windham, ME 04062

  Sale is for 1.9 acres. Rare opportunity for your own private riverside retreat along the Presumpscot River, on 150+ acre North Gorham Pond! Nestled on a peaceful dead-end lane, this colonial-style home has had many updates and upgrades and offers over 150 feet of water frontage, blending serenity with easy access to many nearby amenities and schools. North Gorham Pond has no boating restrictions,

  Derek Eisenberg Continental Real Estate Group, Inc.

  

  57 Riverside Ridge, Windham, ME 04062
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  /73

  $799,000

  • 4 Beds
  • 3.5 Baths
  • 3,442 Sq Ft

  57 Thrush Terrace, Windham, ME 04062

  Resort-like living in Sebago Heights!This beautifully maintained custom home, offers a rare blend of style, comfort, and functionality across four levels of living space. With over an acre of land at the end of a quiet cul-de-sac, it's perfectly positioned for privacy, yet just minutes from town, sandy beaches, marinas, and all that Sebago Lake has to offer.The open-concept main

  Kathryn Townsend Townsend Real Estate

  

  57 Thrush Terrace, Windham, ME 04062
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  /91

  $860,000

  • 6 Beds
  • 4 Baths
  • 4,836 Sq Ft

  148 Spiller Hill Rd, Raymond, ME 04071

  Welcome to 148 Spiller Hill Rd., Raymond, Maine. A delightful home with plenty of space to spread out in a scenic Maine setting. +/- 3 acres surrounded by lush greenery including mature flower gardens. This home boasts5 car attached garage and an in law apartment that is separated from the main living space The main living space is generous and cozy with a fireplace and hardwood floors. Another

  Dustin Slocum Engel & Volkers Casco Bay

  

  148 Spiller Hill Rd, Raymond, ME 04071
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  /88

  $1,400,000

  • 5 Beds
  • 4.5 Baths
  • 4,463 Sq Ft

  18 Woldbrook Dr, Windham, ME 04062

  Lakeside luxury meets everyday comfort in this custom-built home designed for living, relaxing, and entertaining—all just a stone's throw (or golf cart ride) from Sebago Lake.Set in one of the area's premier communities, this spacious 5-bedroom, 4.5-bath home offers a perfect blend of elegance and practicality, with a layout that flows beautifully from one inviting space to the

  Callan Cassidy Waypoint Brokers Collective

  

  18 Woldbrook Dr, Windham, ME 04062
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  /74

  $999,999

  • 4 Beds
  • 2.5 Baths
  • 4,520 Sq Ft

  11 Oxford Rd, Windham, ME 04062

  Located on the most private lot in Windemere, this is more than just privacy - it's access to Sebago Lake, privacy, and luxury all in one. Enjoy shared access to one of Maine's most sought-after lakes. This stunning property includes access to Sebago Lake with three sections of private beaches exclusively for residents. You can moor your boat or join the waitlist for a dock space.Tucked

  Bailey Pate Maine Real Estate Co

  

  11 Oxford Rd, Windham, ME 04062
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  /46

  $1,060,000

  • 2 Beds
  • 1 Bath
  • 780 Sq Ft

  594 River Rd, Windham, ME 04062

  You've found a waterfront paradise. This 28 acre former Girls Scout camp has set with the sellers' family preserved for decades in tree growth protection. The Presumpscott River flows out of Sebago Lake and this section; from Gambo Falls Dam up through Gorham Pond, the Pleasant River and above the historic Covered Bridge to Dundee Dam (which has portage to next stretch to Sebago Lake), offers

  stephen welsh Maine Real Estate Experts

  

  594 River Rd, Windham, ME 04062
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  /99

  $1,125,000

  • 4 Beds
  • 2 Baths
  • 2,288 Sq Ft

  7 Birch Dr, Raymond, ME 04071

  Enjoy a lifestyle of leisure and relaxation on Sebago Lake in this stunning property. This remodeled four-bedroom, two-bath home blends modern elegance with charming lake house vibes. Enjoy an open-concept layout on the upper floor featuring a spacious great room with a wood-burning fireplace perfect for cozy gatherings on those tranquil summer evenings. An Updated kitchen with gleaming

  Barbara Howe Pine Tree Realty of Maine

  

  7 Birch Dr, Raymond, ME 04071
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  /86

  $665,000 Open Sat 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 3,196 Sq Ft

  18 Martin Heights, Raymond, ME 04071

  Meticulously updated home nestled on a gorgeous piece of property in the highly sought after Martin Heights community. Updates include new metal roof, 24k mini split system, jet pump for well, air well, water softener with ion exchange and reverse osmosis. This property has been updated throughout. Only a 2-minute drive to Crescent Lake. This home is perfect for gatherings, whether sitting

  Cody Zeller Keller Williams Realty

  

  18 Martin Heights, Raymond, ME 04071
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  /47

  $525,000

  • 4 Beds
  • 2 Baths
  • 1,774 Sq Ft

  7 Primer Way, Windham, ME 04062

  Welcome to your private retreat! This charming 3-bedroom, 1-bathroom ranch has been renovated with a brand-new interior! Nestled on a quiet, dead-end street surrounded by woods, this home offers tranquility and privacy. The daylight basement includes a spacious 1-bedroom in-law apartment, perfect for guests or rental income, while also having space still available to finish. Experience the

  Kiana N Kane David M. Kane Plowman Realty Group

  

  7 Primer Way, Windham, ME 04062
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  /69

  $749,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,822 Sq Ft

  14 Rocklinn Dr, Windham, ME 04062

  This beautiful, meticulously maintained home is ready for its next owner. The home sits in the desirable Rocklinn neighborhood, on a private, but close to everything lot. The first-floor master suite is spacious and well laid out, the wide pine floors are eye catching and ooze old school charm, and the open kitchen with quartz counter tops and walk-in pantry are enviable. A large bonus room

  Richard Yost NextHome NorthEast Realty

  

  14 Rocklinn Dr, Windham, ME 04062
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  /52

  $399,900

  • 3 Beds
  • 1 Bath
  • 1,570 Sq Ft

  47 Running Brook Rd, Windham, ME 04062

  This 3 bedroom 1 bath ranch home is on a nice corner lot in a desireable neighborhood in the heart of Windham. Only a few minutes to Route 302 and North Windham shopping area, makes for an easy commute in to Portland. The property also has deeded access for Collins pond.

  E J Demers Better Homes & Gardens Real Estate/The Masiello Group

  

  47 Running Brook Rd, Windham, ME 04062
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  /19

  $107,500

  • Land
  • 0.19 Acre
  • $565,789 per Acre

  105 Meadow Rd, Raymond, ME 04071

  Just steps from Panther Pond, this 0.19-acre lot comes with deeded right-of-way access to shared waterfront—perfect for swimming, paddling, or launching a boat. Tucked in a quiet lakeside neighborhood, it offers all the perks of lake life without the high price tag of direct frontage. The lot is small but ready to go: a power meter box is already onsite, so you can plug in immediately.

  Spencer Wood United Country Lifestyle Properties of Maine

  

  105 Meadow Rd, Raymond, ME 04071
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  /59

  $389,900

  • 3 Beds
  • 1 Bath
  • 1,203 Sq Ft

  46 Highland Cliff Rd, Windham, ME 04062

  OPEN HOUSES: SAT & SUN August 2 & 3 from 11am-1pm. This sweet cape offers the best of rural country life near Sebago and Highland Lakes and proximity to Portland - it is only about a 25 minute drive from the Portland JetPort. The backyard offers a large fenced area with firepit, 8x12 shed, a funky shaped deck and some lovely perennials. Inside, you will find a front living room that spans the

  Ann Cianchette Keller Williams Realty

  

  46 Highland Cliff Rd, Windham, ME 04062
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  /13

  $168,000

  • Land
  • 2.00 Acres
  • $84,000 per Acre

  166A Highland Cliff Rd, Windham, ME 04062

  Beautiful building lot in one of Windham's most desirable rural neighborhoods. Live in the country, walking distance to Bumbleroot Organic Farm's Saturday farmer's market, but only a short drive to Portland's amenities. This wooded lot is a blank canvas where your dreams can unfold.

  Andrea Elder-Bruns Getty Real Estate Services, LLC

  

  166A Highland Cliff Rd, Windham, ME 04062
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  /27

  $650,000 Open Sat 11AM - 12:30PM

  • 4 Beds
  • 2 Baths
  • 3,657 Sq Ft

  5 Pemberly Dr, Windham, ME 04062

  **OPEN HOUSE: Saturday, August 2nd from 11:00 AM to 12:30 PM with Cody Macfarlane& Sunday, August 3rd from 12:00 PM to 1:30 PM with Samantha Hale**Instant Equity!This property is already building value with 2 APPROVED BUILDABLE LOTS INCLUDED —a rare opportunity totaling 6 beautiful acres. Live in the well-maintained farmhouse-style Cape while exploring options to sell or develop

  Kayla Brown Maine Real Estate Co

  

  5 Pemberly Dr, Windham, ME 04062
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  /62

  $1,590,000

  • 3 Beds
  • 3.5 Baths
  • 2,280 Sq Ft

  37 Cobb Rd, Raymond, ME 04071

  The ultimate combination of luxury and privacy awaits in this classic Maine timber frame retreat, situated on 4.52 acres with 325 feet of owned water frontage on Crescent Lake. This home seamlessly blends timeless craftsmanship with modern amenities, featuring live edge siding, cedar shakes, and a durable metal roof. Inside, the open-concept kitchen, dining, and living area is highlighted by

  Alicia Frech Ramsey Pulkkinen A Team Realty

  

  37 Cobb Rd, Raymond, ME 04071
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  /41

  $495,000

  • 4 Beds
  • 2.5 Baths
  • 2,008 Sq Ft

  640 Webbs Mills Rd, Raymond, ME 04071

  Welcome to your new home! This well cared for Colonial offers ample space and peace of mind. Conveniently located in walking distance to Crescent Lake public beach and boat launch, with sprawling ATV trails nearby. Whether you're a lake lover, outdoor enthusiast or looking for a peaceful lifestyle with easy access to nature, this home has it. The primary bedroom offers its own private bath and

  Daniel Meuse Hearth & Key Realty

  

  640 Webbs Mills Rd, Raymond, ME 04071
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  /16

  $274,500

  • 2 Beds
  • 1 Bath
  • 1,008 Sq Ft

  14 Sabbady Point Rd, Windham, ME 04062

  14 Sabbady Point Road recently remodeled home with updates and a 2 car garage. This affordable home is centrally located in Windham and is convenient to all shopping and services Windham has to offer. Minutes to Big Sebago Lake and Little Sebago Lake. This is a great affordable home. Property is Located in the C-1 district

  Michael Jacobson Kre Brokerage Group

  

  14 Sabbady Point Rd, Windham, ME 04062
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  /56

  $750,000

  • 4 Beds
  • 3.5 Baths
  • 3,128 Sq Ft

  32 Kings Ln, Windham, ME 04062

  This beautiful Colonial set on a grassy knoll with trees lightly surrounding provides views of surrounding fields and distant hills. A Spacious home with large eat-in kitchen, oversized island and breakfast table area create space for the cook or guests who drop by to chat. A more formal dining area and living room provide seating for those special occasions. Upstairs is the master suite with

  Anthony Poulin Meservier & Associates

  

  32 Kings Ln, Windham, ME 04062
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  /36

  $525,000

  • 2 Baths
  • 1,607 Sq Ft

  407 Webbs Mills Rd, Raymond, ME 04071

  Duplex for Sale in Raymond, Maine - Ideal Investment or Owner-Occupy OpportunityDiscover this beautifully updated duplex located in the heart of Raymond, Maine, offering a perfect blend of convenience, comfort, and investment potential. Just minutes from Crescent Beach and Sebago Lake, enjoy endless opportunities for boating, swimming, and outdoor recreation. With multiple public boat

  Lauren Kelley Dream Home Realty LLC

  

  407 Webbs Mills Rd, Raymond, ME 04071
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  /55

  $599,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 2,522 Sq Ft

  20 Cameron Ln, Windham, ME 04062

  Lots to see in this beautiful, well maintained 3 Bedroom, 2.5 bath home which boasts 2252 sf of living space, including a huge Bonus Room above the garage. The home sits on 1.87 acres of land. This home offers plenty of privacy on a private road yet is just 5 minutes from Downtown Windham with its many restaurants and stores. The home has a New Roof (2021) and an Entire House Stand by Generator.

  William Holmes Cumberland County Realty

  

  20 Cameron Ln, Windham, ME 04062
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  /16

  $599,000

  • Land
  • 2.60 Acres
  • $230,385 per Acre

  0 Gladstone Dr Unit 1621421, Raymond, ME 04071

  Exceptional Waterfront Opportunity on Raymond Pond!Don't miss this rare chance to own 2.6 private acres with an impressive 278 feet of pristine waterfront on the peaceful shores of Raymond Pond. This expansive lot offers ample space to build a custom home, create lush gardens, or design outdoor recreation areas—ideal for those seeking a serene lifestyle or a seasonal retreat.Enjoy

  Marie Flaherty The Flaherty Group

  

  0 Gladstone Dr Unit 1621421, Raymond, ME 04071
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  /56

  $750,000

  • 3 Beds
  • 2 Baths
  • 2,016 Sq Ft

  255 Raymond Hill Rd, Raymond, ME 04071

  Step into a piece of Maine history at Gladstone Manor, a captivating 1704 farmhouse set on 2 private acres in Raymond. This rare property offers the perfect blend of antique charm, modern updates, and a flexible layout suited for multi-generational living, rental potential (confirm requirements with the town), or creative use. The first floor features an updated eat-in kitchen with a soapstone

  Marie Flaherty The Flaherty Group

  

  255 Raymond Hill Rd, Raymond, ME 04071
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  /72

  $705,000 Open Sun 11AM - 1PM

  • 4 Beds
  • 3 Baths
  • 2,712 Sq Ft

  142 Falmouth Rd, Windham, ME 04062

  This spacious Windham Cape sits on 1.84 acres of the most desireable area in Windham! This distinct home has beautiful dark hardwood floors from the kitchen to the dining room and tied to an earthy tiled floor giving it a modern and warm feel! The living room is where you'll relax and chill with large windows and ample wall space for your art and photos. Step out to your 1st level deck that has a

  Joel Turgo Elevate Maine Realty

  

  142 Falmouth Rd, Windham, ME 04062
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  /53

  $724,900

  • 5 Beds
  • 2 Baths
  • 2,700 Sq Ft

  7 Lyn Ct, Raymond, ME 04071

  This beautiful home, located in the desirable Bayview Estates Association, offers spacious living with 5 bedrooms (4 BR septic), 2 baths, & attached 2-car garage. Residents enjoy access to Sebago Lake (just 1 min from the house) & the luxury of a private 300' sandy beach with a roped-off swim area & swim float—perfect for summer enjoyment. The expansive, flat backyard is an entertainer's dream,

  Jodi Chute Pine Tree Realty of Maine

  

  7 Lyn Ct, Raymond, ME 04071
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  /49

  $2,500,000

  • 4 Beds
  • 2 Baths
  • 1,707 Sq Ft

  102 Musson Rd, Raymond, ME 04071

  A Lake Lover's Dream on Sebago! This exceptional 1.26-acre lakefront property—originally three lots—offers a rare blend of privacy, luxury, and multi-generational living with wheelchair access to 326 feet of water frontage on Maine's second-largest lake. With panoramic views, protection from wind and boat wake thanks to glacial rocks, and a small island just offshore, the setting is both

  Heather Shields Legacy Properties Sotheby's International Realty

  

  102 Musson Rd, Raymond, ME 04071
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  /62

  $449,900

  • 3 Beds
  • 1.5 Baths
  • 1,724 Sq Ft

  369 Windham Center Rd, Windham, ME 04062

  Open House Saturday, July 19th from Noon till 1:30pm. Packed with fresh updates, this charming ranch sits on 1.86 peaceful acres and was recently appraised higher than the asking price. In the last two months, the home has been refreshed with paint, air radon system, and thoughtful modern touches throughout. It features three comfortable bedrooms, one and half baths, and a finished basement that

  John Krouse EXP Realty

  

  369 Windham Center Rd, Windham, ME 04062
• 

  

  /36

  $599,000

  • 3 Beds
  • 2 Baths
  • 2,162 Sq Ft

  34 Trails End Rd, Windham, ME 04062

  Many uses possible for this home. Second floor of garage would make a great apartment or in-law . also the daylight basement has a separate entrance and could have many uses.Zoning allows for many uses.

  Tom Noonan Allied Real Estate

  

  34 Trails End Rd, Windham, ME 04062
• 

  

  /30

  $699,000 Open Sun 1PM - 3PM

  • 2 Beds
  • 2.5 Baths
  • 1,584 Sq Ft

  1112 Roosevelt Trail Unit 15, Windham, ME 04062

  Large end unit with 33' of the unit facing the water. (Most units have 14').Every room has water views and there is a full-length deck, with awning, overlooking the lake. The two bedrooms are very large and each has a full bath. There is a 300' sand beach with a dock plus a full tennis court for residents.

  Tom Noonan Allied Real Estate

  

  1112 Roosevelt Trail Unit 15, Windham, ME 04062

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