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Windham, ME Homes for Sale with Garage

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  • /76

    $820,000

    Open Sun 11AM - 1PM
    • 5 Beds
    • 3.5 Baths
    • 3,780 Sq Ft

    11 Merrill Rd, Westbrook, ME 04092

    Rare opportunity to own a versatile property offering exceptional living space, extensive garage space, and income potential in a convenient Westbrook location. The main residence features 4 bedrooms and flexible living areas including a large great room designed to accommodate a variety of lifestyles. The upper level includes 3 bedrooms, while the lower level offers a 4th bedroom along with a

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    Jacqueline Nedwell

    Town & Shore Real Estate

    11 Merrill Rd, Westbrook, ME 04092
  • /35

    $589,000

    $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,962 Sq Ft

    36 Belvedere Dr, Windham, ME 04062

    Welcome to this beautifully maintained custom Colonial in the desirable Belvedere Estates, offering the feel of a nearly brand-new home with a bright, open-concept design perfect for modern living and entertaining. Gleaming hardwood floors run throughout the home, featuring a stunning kitchen with a large center island, granite countertops, and stainless steel appliances. The kitchen opens

    Megan McShane Redfin Corporation

    36 Belvedere Dr, Windham, ME 04062
  • /60

    $735,000

    • 3 Beds
    • 3 Baths
    • 2,520 Sq Ft

    25 Jeffrey Woods Rd, Windham, ME 04062

    If space is what you are looking for, 25 Jeffrey Woods is the property for you. Whether you need to store things in the full basement, have a workshop in the massive garage, build trails on your 12 wooded acres or house visitors in the attached suite, 25 Jeffrey Woods has the room you need. Whether its the floors, trim or cabinets this house is elegantly finished in natural wood tones which give

    Bennett Wade Real Broker

    25 Jeffrey Woods Rd, Windham, ME 04062
  • /21

    $479,000

    New Construction $5K PRICE INCREASE
    • 3 Beds
    • 2.5 Baths
    • 1,550 Sq Ft

    6 Dolley Farm Rd Unit 3, Windham, ME 04062

    Now Building!! Be in this Spring. Dolley Farm, Windham's NEWEST condominium community offering modern design in a peaceful, thoughtfully planned setting with shared open space and a neighborhood playground. 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

    Marie Flaherty The Flaherty Group

    6 Dolley Farm Rd Unit 3, Windham, ME 04062
  • /41

    $1,645,000

    $145K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 4,602 Sq Ft

    20 Freeman Ct, Windham, ME 04062

    Located at the end of a quiet cul-de-sac, this exceptional estate combines refined design, extensive recent renovations, and exclusive access to the crystal-clear waters of Maine's premier Sebago Lake -- widely regarded as one of New England's top freshwater destinations for boating, recreation, and year-round beauty. Offering 4,602 square feet of finished living space, this estate features 4

    Corinne Holt Holt Realty

    20 Freeman Ct, Windham, ME 04062
  • /98

    $1,149,000

    • 3 Beds
    • 2 Baths
    • 1,862 Sq Ft

    15 Worcester Dr, Raymond, ME 04071

    Whole log home on one of Little Sebago's largest and most private lots. Soaring vaulted ceilings with hand hewn logs, skylights and an open floor plan. Woodstove for those chilly fall or winter nights. Huge covered farmers porch and a large fenced in back yard for your furry friends. Over 200 feet of desirable sandy frontage on Little Sebago Lake.

    Karen Tufts Coldwell Banker Team Real Estate

    15 Worcester Dr, Raymond, ME 04071
  • /109

    $1,250,000

    $145K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,856 Sq Ft

    108 Highland Cliff Rd, Windham, ME 04062

    Welcome to this newly constructed masterpiece in Windham, Maine. Situated on a private, wooded lot, this home blends timeless craftsmanship with modern luxury. Wrapped in durable, low-maintenance LP SmartSide siding, this home is built to withstand Maine's changing seasons while maintaining a stunning aesthetic. The home features premium hydronic radiant heat underfoot, supplemented by

    Shawn Boulet Meservier & Associates

    108 Highland Cliff Rd, Windham, ME 04062
  • /78

    $918,500

    • 4 Beds
    • 2.5 Baths
    • 2,746 Sq Ft

    27 Independence Dr, Windham, ME 04062

    Escape to this stunning Maine Cedar Log Home! Built in 2003, this impeccably maintained property offers nearly 2800sqft, 4+ bedrooms, 2.5 baths, a spacious loft with pool table, and a fully finished basement. High-quality Andersen windows fill the home with natural light, while warm wood finishes and generous living spaces create an inviting, comfortable atmosphere. Savor the heart of the home

    Scott Richard Coldwell Banker Team Real Estate

    27 Independence Dr, Windham, ME 04062
  • /47

    $549,900

    Open Sun 10AM - 11:30AM
    • 3 Beds
    • 2 Baths
    • 1,482 Sq Ft

    115 Harvest Hill Rd, Windham, ME 04062

    Welcome to this charming 3-bedroom, 2-bath Cape offering a bright, open-concept layout designed for comfortable living and effortless entertaining. Features include a convenient first-floor bedroom, hardwood floors, a daylight basement with expansion potential, an office/bonus/bedroom and a stunning oversized new deck--perfect for hosting family and friends or simply relaxing outdoors. Located in

    Edward Dickhaut IV Landmark Realty

    115 Harvest Hill Rd, Windham, ME 04062
  • /96

    $975,000

    $24K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,555 Sq Ft

    35 Woldbrook Dr, Windham, ME 04062

    Welcome to the highly desirable Windemere neighborhood on Sebago Lake. This beautifully maintained custom Colonial offers over 3,550 sq. ft. of finished living space with a flexible floor plan designed to accommodate today's multi-generational living needs, including the potential for an in-law suite with kitchenette above the garage.The 5 bedroom and 3.5 baths, including primary suites on

    Jackie Griffeth Krainin Real Estate

    35 Woldbrook Dr, Windham, ME 04062
  • /54

    $849,900

    New Construction $25K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 2,856 Sq Ft

    23 Pennywhistle Dr, Windham, ME 04062

    Welcome to 23 Pennywhistle Drive, a beautifully designed contemporary farmhouse located in one of Windham's most desirable neighborhoods. Built in 2022 and thoughtfully crafted with both comfort and style in mind, this stunning home offers over 2,400 square feet of beautifully finished living space on a private 1+ acre lot. Inside, you'll find a bright and inviting open-concept layout filled with

    Daneel Dafni Better Homes & Gardens Real Estate/The Masiello Group

    23 Pennywhistle Dr, Windham, ME 04062
  • /100

    $1,250,000

    • 5 Baths
    • 4,580 Sq Ft

    44 Johnson Rd, Windham, ME 04062

    Luxury Meets Serenity: Your Gateway to Highland Lake! Enveloped by a private, wooded forest, this modern architectural masterpiece (skillfully redesigned in 2023-2026) offers an unparalleled blend of premium design and total lifestyle versatility. Designed to function seamlessly as a single-family estate, a luxury multi-family w/ income producing apartment, or a multi-generational compound. The

    Laura Burden Beacon Realty

    44 Johnson Rd, Windham, ME 04062
  • /57

    $665,000

    • 4 Beds
    • 2 Baths
    • 3,444 Sq Ft

    14 Emerson Dr, Windham, ME 04062

    Unique opportunity to own this 2005 built Contemporary located on Collins Pond with over 200 feet of water frontage.Boasting a Single Family home with attached apartment and over 3,000 square feet of finished space the possibilities are endless.

    Justin Robbins Excellence Realty

    14 Emerson Dr, Windham, ME 04062
  • /16

    $385,000

    • 2 Beds
    • 2 Baths
    • 964 Sq Ft

    10 Conifer Dr, Windham, ME 04062

    Ideal 55+ community in Windham, features, 2 bedrooms, 2 full baths, 1 car garage with storage above, public water, natural gas on demand heating system, heat/ac pump for cooling comfort. Sit and relax on the lovely side patio or front porch. Conveniently located 15 minutes to Portland, easy access to lakes, recreation, and all amenities. OPEN HOUSE 6/27- 11-1PM

    Diane Leblanc Plowman Realty Group

    10 Conifer Dr, Windham, ME 04062
  • /40

    $699,000

    New Construction $50K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,180 Sq Ft

    9 Dusty Rhoades Ln, Windham, ME 04062

    This lovely new Windham property offers the perfect blend of privacy, comfort, and convenience. Inside you'll find an open concept layout with 9 foot ceilings creating a bright and airy atmosphere, with true hardwood oak flooring extending throughout the entire first floor and stairwell for added warmth and character. The home offers 3 bedrooms and 3 bathrooms, including a spacious primary suite,

    Catherine Hodge Salt Real Estate Co

    9 Dusty Rhoades Ln, Windham, ME 04062
  • /21

    $599,000

    • 2 Beds
    • 1 Bath
    • 1,058 Sq Ft

    22 Dow Ln, Windham, ME 04062

    ''AMAZING WATERFRONT & SUPERIOR PRIVACY'' This is your chance to own this spectacular waterfront property on Highland Lake with nearly 400' of water frontage on a perfectly private 2.8 Acre setting located conveniently to everything! Take advantage of this chance to have your very own peacefully private oasis on the lake that features a year round home, large sunroom, deck overlooking the lake,

    Bruce Ludka Maine Realty 2000

    22 Dow Ln, Windham, ME 04062
  • /62

    $889,000

    $30K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,600 Sq Ft

    32 Pennywhistle Dr, Windham, ME 04062

    This stunning home is bathed in natural light and beautifully appointed. It was purchased 1 year ago as an unfinished new build 3 bed/1 bath home, that is now transformed into a light, bright 3 bedroom 3 bath (plumbed for a 4th bath in the unfinished high ceilinged daylight basement) with a new sunny primary suite, library, laundry and mudroom.Enter the front door to a 2 story foyer and

    John Hatcher Keller Williams Realty

    32 Pennywhistle Dr, Windham, ME 04062
  • /12

    $699,000

    New Construction
    • 2 Beds
    • 2.5 Baths
    • 1,832 Sq Ft

    25 Daybreak Ln Unit 8, Windham, ME 04062

    Welcome to The Cove at Highland Lake! The first of its kind Gated 55+ Lakefront Community nestled on the pristine shores of Highland Lake. Framing is complete at 25 Daybreak Lane! Truly our most decades long and spaciously flexible option, the WINDHAM homes provide both first and second floor primary suite options. Multi-generational, Companion, and Guest-Friendly, owners of these units can opt

    Crystal Chandonnet Berkshire Hathaway HomeServices Verani Realty

    25 Daybreak Ln Unit 8, Windham, ME 04062
  • /46

    $875,000

    • 4 Beds
    • 2.5 Baths
    • 2,981 Sq Ft

    24 Leonards Way, Windham, ME 04062

    Welcome to this stunning custom-built 4-bedroom (3 bedroom septic) home nestled in one of Windham's most desirable neighborhoods. Perfectly situated just 15 minutes from Portland and 15 minutes from North Windham's shopping, dining and recreation. This property offers the ideal blend of convenience and peaceful living. Designed with both comfort and entertaining in mind, the home features an

    Brittany Copp Portside Real Estate Group

    24 Leonards Way, Windham, ME 04062
  • /30

    $339,900

    $9K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 798 Sq Ft

    549 Roosevelt Trail, Windham, ME 04062

    New Price! Investor, builder, developers, home buyers! Exceptional opportunity on highly popular Roosevelt Trail with flexible Residential (RM) zoning, offering potential for limited business use, a home occupation, or multi-unit development. This neat, clean, and sun-drenched property sits on a spacious 0.56-acre lot with 137 feet of prime road frontage. An asset for immediate expansion or

    Todd Harvey Pine Tree Realty of Maine

    549 Roosevelt Trail, Windham, ME 04062
  • /29

    $479,000

    New Construction $10K PRICE INCREASE
    • 3 Beds
    • 2.5 Baths
    • 1,550 Sq Ft

    12 Dolley Farm Rd Unit 6, Windham, ME 04062

    Now Building!! Be in this Spring. Dolley Farm, Windham's NEWEST condominium community offering modern design in a peaceful, thoughtfully planned setting with shared open space and a neighborhood playground. 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

    Marie Flaherty The Flaherty Group

    12 Dolley Farm Rd Unit 6, Windham, ME 04062
  • /62

    $574,900

    • 4 Beds
    • 2.5 Baths
    • 2,056 Sq Ft

    31 Brand Rd, Windham, ME 04062

    Come visit this oversized cape in a lovely part of town! This home offers ample space, a bonus room above the garage with little work to make it complete and beautiful frontage on Pleasant River to toss in a kayak right out your back door. Many desirable features including direct basement access from the garage, a full rear dormer on the second floor, a master suite, a formal dining room and

    Bonnie Kent Dan Anderson Real Estate, Inc.

    31 Brand Rd, Windham, ME 04062
  • /40

    $599,000

    $26K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,485 Sq Ft

    80 Vista Dr, Windham, ME 04062

    Perched along the shore of Highland Lake, this exceptional four season waterfront home offers the perfect combination of comfort, recreation, and convenience. Whether you envision quiet weekends by the lake, hosting family and friends all summer long, or generating seasonal rental income, this property delivers an unmatched lakefront lifestyle in one of Southern Maine's most desirable and

    Kelli Brewer Portside Real Estate Group

    80 Vista Dr, Windham, ME 04062
  • /67

    $2,000,000

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,016 Sq Ft

    20 Ladyslipper Dr, Windham, ME 04062

    New construction on Little Sebago Lake is a once-in-a-decade event. And this is that event. A sun drenched contemporary three-story residence modeled after a Maine Home + Design award winning home and sited on a private dead-end road shared by just six year-round properties. This home faces DUE WEST, so that every room on the waterside catches the full arc of sunset through the floor-to-ceiling

    Judy George Judy George Realty

    20 Ladyslipper Dr, Windham, ME 04062
  • /7

    $785,000

    $14K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,600 Sq Ft

    014-17-J01 Mimi Ln, Windham, ME 04062

    Welcome to your opportunity to build a stunning modern farmhouse in the heart of Windham. This thoughtfully designed new construction package blends timeless charm with clean, modern finishes, offering both style and functionality across 2,600 square feet of beautifully crafted living space. This farmhouse style home features 4 spacious bedrooms, 2.5 bathrooms, and a2 car garage, designed with

    Jennifer Sumrall The Maine Real Estate Experience

    014-17-J01 Mimi Ln, Windham, ME 04062
  • /96

    $969,900

    • 4 Beds
    • 3.5 Baths
    • 3,555 Sq Ft

    35 Woldbrook Dr, Windham, ME 04062

    OPEN HOUSE SATURDAY JUNE 20th, 12 to 2. Experience the best of Sebago Lake living in the highly sought-after Windemere neighborhood. This custom-built Colonial offers over 3,550 square feet of beautifully finished living space with a versatile layout ideal for today's lifestyle, including the potential for an in-law suite or guest quarters above the garage with a kitchenette. The home features 5

    Jackie Griffeth Krainin Real Estate

    35 Woldbrook Dr, Windham, ME 04062
  • /50

    $659,000

    • 3 Beds
    • 2.5 Baths
    • 2,214 Sq Ft

    13 Maysens Way, Windham, ME 04062

    'AMAZING HOUSE, LOT, LOCATION & VALUE' This is the property you've been searching for with the perfect combination of everything you are looking for!! This beautifully cared for newer home has bright spacious rooms with an awesome plan that is both comfortable and versatile. Nestled on one of the prettiest lots in a very desirable small neighborhood with a dead end and gorgeous sun-drenched

    Bruce Ludka Maine Realty 2000

    13 Maysens Way, Windham, ME 04062
  • /61

    $825,000

    $25K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,366 Sq Ft

    25 Leonards Way, Windham, ME 04062

    Welcome to 25 Leonards Way! Set on a beautifully maintained 0.84-acre lot in one of Windham's sought-after established neighborhoods, this exceptional property offers the perfect blend of elevated finishes, everyday comfort, & an unbeatable location. Built in 2021, this beautifully kept 4-bedroom, 2.5-bath home offers nearly 2,400 square feet of thoughtfully designed living space with high-end

    Emilie Levecque Portside Real Estate Group

    25 Leonards Way, Windham, ME 04062
  • /28

    $399,900

    $35K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,152 Sq Ft

    10 Abby Rd, Windham, ME 04062

    ✨ Valuable Updates + Equity Potential = Smart Buy in Windham! MORE UPDATES! Not a new home -- but packed with brand-new updates where it counts! This move-in ready Cape features a new furnace, new kitchen, new bath, and beautifully refinished hardwood floors, giving you modern comfort without the renovation hassle. Want room to grow your value? The unfinished second floor offers built-in

    Patricia Gallant Dream Home Realty LLC

    10 Abby Rd, Windham, ME 04062
  • /52

    $775,000

    • 4 Beds
    • 2.5 Baths
    • 2,494 Sq Ft

    58 Thrush Terrace, Windham, ME 04062

    Stunning Colonial set at the end of a quiet cul-de-sac, nestled along a tranquil pond and perfectly positioned for privacy. Situated on a lot larger than most in the neighborhood, this property offers exceptional outdoor space. Inside, the home features an open layout with beautiful hardwood flooring. The kitchen with center island flows into the dining area and family room with fireplace,

    Alicia Frechette Ramsey Pulkkinen A Team Realty

    58 Thrush Terrace, Windham, ME 04062
  • /59

    $599,000

    $50K PRICE DROP
    • 6 Beds
    • 4 Baths
    • 2,940 Sq Ft

    96 Mineral Spring Rd, Windham, ME 04062

    BACK ON THE MARKET! Rare Investment Opportunity Near Sebago Lake - Multi-Unit Property with Huge Potential or make it your home with an inlaw. Opportunity awaits. This unique property offers incredible potential for investors, contractors, or buyers looking to create value. Located just a short walk to association access on beautiful Sebago Lake, the property features multiple units and flexible

    Jackie Griffeth Krainin Real Estate

    96 Mineral Spring Rd, Windham, ME 04062
  • /40

    $464,900

    • 3 Beds
    • 2.5 Baths
    • 1,426 Sq Ft

    14 Voyager Ln Unit 14, Windham, ME 04062

    Move in ready, three years young, 3 bed 2.5 bath home with beautiful kitchen, large deck with nice yard in an incredible convenient location. This home is spotless and freshly painted. Just six units total in the entire association so you get all the upside of condo living without that big association feel.

    Richard Yost NextHome NorthEast Realty

    14 Voyager Ln Unit 14, Windham, ME 04062
  • /25

    $699,900

    $30K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,420 Sq Ft

    86 Basin Rd, Windham, ME 04062

    Set in a quiet Sebago Basin setting, this fully renovated 2-bedroom, 1.5-bath home blends classic cottage character with thoughtful modern updates. Inside, the home has been extensively improved with updated systems and carefully selected finishes throughout. Bright, inviting living spaces are filled with natural light, while the renovated primary suite features a beautifully finished en-suite

    Stephanie Retrosi Engel & Volkers Portsmouth

    86 Basin Rd, Windham, ME 04062
  • /17

    $619,000

    New Construction
    • 2 Beds
    • 2.5 Baths
    • 1,958 Sq Ft

    14 Daybreak Ln Unit 15, Windham, ME 04062

    Welcome to The Cove at Highland Lake! The first of its kind Gated 55+ Lakefront Community nestled on the pristine shores of Highland Lake. The PORTLAND is the perfect blend of one-level-living meets plenty of room for guests and storage. At 1958 SF +/-, this 2 Bedroom 2.5 Bathroom attached condo with generous finished basement is an excellent option for those looking to ''rightsize'' into

    Crystal Chandonnet Berkshire Hathaway HomeServices Verani Realty

    14 Daybreak Ln Unit 15, Windham, ME 04062
  • /2

    $484,000

    New Construction $5K PRICE INCREASE
    • 3 Beds
    • 2.5 Baths
    • 1,540 Sq Ft

    26 Dolley Farm Rd Unit 12, Windham, ME 04062

    Now Building!! Be in this Spring. Dolley Farm, Windham's NEWEST condominium community offering modern design in a peaceful, thoughtfully planned setting with shared open space and a neighborhood playground. 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

    Marie Flaherty The Flaherty Group

    26 Dolley Farm Rd Unit 12, Windham, ME 04062
  • /27

    $799,999

    • 3 Beds
    • 1 Bath
    • 1,488 Sq Ft

    81 Babbidge Rd, Falmouth, ME 04105

    Welcome to 81 Babbidge Road in desirable Falmouth, a peaceful Maine retreat offering privacy, space, and convenience in one of Southern Maine's most sought-after communities. Set on 2.44 acres, this property provides a quiet setting surrounded by nature while still being just minutes from Falmouth amenities, Portland, shopping, dining, recreation, and the coast. This 3-bedroom, 1-bath home offers

    Carissa Morneault Realty of Maine

    81 Babbidge Rd, Falmouth, ME 04105

Home Price Trends

Median Sale Price
$517,500
Median Single Family Sale Price
$557,424
Median 2 Bedroom Sale Price
$399,950
Median 1 Bedroom Sale Price
$380,950
Average Price Per Sq Ft
$329
Number of Homes for Sale
51
Last 12 months Home Sales
275
Months of Supply
2.20
Median List Price
$540,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
7%
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