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Maitland FL Townhomes for Sale

1357 Benevolent Street, Maitland
$425,000
3 Beds ⋅ 3 Baths ⋅ Enclave/Maitland A-F SubDv. ⋅ 32751 Zip Code
Mediterranean-Inspired Living in the Gated Community of Montalcino! Welcome to this beautifully maintained townhome in the sought-after gated community of Montalcino/Enclave, ideally located just off I-4 in Maitland. Fresh, neutral interior and exterior paint make this home truly move-in ready, while its pristine condition reflects the care of its original owner. Offering three bedrooms, two and a half baths, and a thoughtfully designed two-story floor plan, this low-maintenance home perfectly blends comfort, style, and convenience. HOA BONUS! Monthly dues include high-speed internet, WiFi, and expanded television/streaming services! The first floor features elegant tile flooring throughout the kitchen, dinette, and living areas, along with a convenient half bath near the entry. The open-concept design creates an inviting atmosphere for everyday living and entertaining, with generous storage, including a spacious under-stair storage area. The living room is also wired for surround sound. The well-appointed kitchen showcases 42-inch solid wood cabinetry, under-cabinet lighting, a newly installed tile backsplash, granite countertops, a closet pantry, and a breakfast bar overlooking the family room and dinette. Just off the living area, a covered, screened lanai provides the perfect spot to unwind and enjoy the outdoors. Upstairs, you'll appreciate stylish luxury vinyl plank flooring throughout—NO CARPET! The spacious primary suite features a private balcony, a large walk-in closet, and an ensuite bath with dual sinks and a separate shower. Two additional bedrooms, a full hall bath, and a conveniently located laundry closet complete the second floor. Additional features include an upgraded two-zone HVAC system (2021), five-inch baseboards, six-panel interior doors, decorative wrought-iron stair railings, a wired security system, an in-wall pest defense system, and a paver driveway. Residents of Montalcino enjoy wonderful resort-style amenities, including a sparkling community pool and cabana overlooking private Lake Charity. Conveniently located with easy access to I-4, Downtown Orlando, Winter Park, shopping, dining, area attractions, theme parks, and Florida's beautiful beaches, this home offers an exceptional opportunity to enjoy maintenance-friendly living in a desirable gated community. Come experience the comfort, convenience, and lifestyle that make Montalcino such a wonderful place to call home!

1357 Benevolent Street, Maitland

223 Quayside Circle Unit C11, Maitland
$537,000
3 Beds ⋅ 3 Baths ⋅ Moorings On Lake Maitland Condo Bldg 05 SubDv. ⋅ 32751 Zip Code
Enjoy the charm of The Moorings on Lake Maitland in this inviting three-bedroom, two-and-a-half-bath townhome with an attached one-car garage. High ceilings, natural light, and warm wood flooring complement the living spaces, while a wood-burning fireplace gives the living room a welcoming focal point. The kitchen features white cabinetry with glass-front accents, stainless steel appliances, and a breakfast nook framed by a bay window. A separate dining area provides space for gathering, and French doors open to a screened porch overlooking the community’s green space and mature trees. All three bedrooms are upstairs, including the primary suite with a walk-in closet and an updated bathroom featuring a double vanity and walk-in shower. Two additional bedrooms share a full bathroom, with a convenient half bath downstairs. Plantation shutters in most rooms add character and privacy. Residents enjoy a community pool, clubhouse, and community dock on Lake Maitland. Walk over to Lake Lily Park for the Sunday morning farmers’ market or enjoy Luke’s Kitchen + Bar and Antonio’s restaurant + Italian market just across the street! Nearby Maitland Plaza and Maitland Social offer additional shopping and dining, with pharmacies, medical offices, and fitness studios also close by. Publix, Whole Foods, Nordstrom Rack, and Sephora are within a few blocks, while the hopping Winter Park Village and Park Avenue’s boutiques, restaurants, and cultural attractions are just minutes away. Convenient access to I-4 and excellent nearby public and private schools further enhance this central Maitland location.

223 Quayside Circle Unit C11, Maitland

1010 Winderley Place Unit 100, Maitland
$349,000
2 Beds ⋅ 3 Baths ⋅ Villas Lake Destiny SubDv. ⋅ 32751 Zip Code
Discover the best of Maitland living in this light and bright end-unit townhome in the gated, lakefront community of Lake Destiny. Offering 2 bedrooms, 2.5 bathrooms, and 1,640 square feet, this inviting home features vaulted ceilings, a versatile loft perfect for a home office, media room, or additional living space, and plenty of valuable upgrades. The updated kitchen showcases crisp white cabinetry and contemporary quartz countertops as well as a dining area for special gatherings. Low-maintenance ceramic tile and laminate flooring flow throughout the first floor, drawing you into the two-story living room. This space is enhanced with transom windows, adding even more natural light creating an airy feel. Upstairs, the loft and two spacious bedrooms offer comfortable retreats, with brand-new carpet adding a fresh touch. The primary features a walk-in closet and plenty of storage in the ensuite bathroom. You also have a beautiful water view further adding to the tranquilty of the space. For added convenience, there’s an interior laundry room and a one-car garage. Step outside and take in the serene water feature view from your private patio or walk over to the community pool for a relaxing afternoon soaking up the sunshine. When you’re heading off to work or play, I-4 and 414 are just minutes away and one of Orlando’s most popular fitness facilities, Genesis Health Club, is just 1.5 miles away. Costco, Target, Home Depot, along with a variety of shopping and dining options are a short 10 minute drive and Winter Park and downtown Orlando are less than 20 minutes from the home as well. Recent improvements include new upstairs carpeting, a Kinetico whole-home water softener and filtration system with reverse osmosis filtration at the kitchen sink, a roof replaced in 2023, a 2020 water heater, and an AC system updated in 2018/2019. **The home is available to be sold unfurnished or fully furnished for a complete turnkey experience!**

1010 Winderley Place Unit 100, Maitland

856 Park Lake Circle Unit 51, Maitland
$228,000
2 Beds ⋅ 2 Baths ⋅ Park Lake Twnhs SubDv. ⋅ 32751 Zip Code
FIRST 6 MONTHS OF HOA PAYMENTS COVERED BY SELLER! The Park Lake Townhome Community is Maitland's hidden treasure! Offering for sale this extremely well-maintained townhome with 2 levels of comfortable living, a one-car garage, a generously sized laundry room under air, along with a lovely private screened back patio. As you step inside, look over your shoulder at the community pool that is literally steps from your front door! Once inside you will immediately fall in love with the wood-look easy care tile throughout the first floor. The large living room has the cutest window seat, streaming in tons of natural sunlight, with room for many different seating configurations. A convenient half bath to your left leads you into the kitchen and dining areas of the home. The large open concept kitchen features new appliances and shiny granite countertops with plenty of counterspace for the chef in the family. Off the dining area you'll find a set of sliding glass doors leading out to a private screened-in patio, perfect for morning coffees, grilling or entertaining friends and family. The patio also provides access to the attached one-car garage with garage door opener. This garage leads into the oversized indoor laundry room complete with a washer and dryer and a large storage area. As we head up the stairs, you'll notice the brand-new carpet in a lovely neutral color running on the stair treads and into the first bedroom for comfort and style. The 2nd bedroom features the wood-look flooring for added convenience. Both bedrooms share a well-appointed en-suite bathroom with a newly reglazed tub and shower. Freshly painted inside makes this home truly turn-key, either as a residence or as an investment. Residents of the Park Lake Townhome Community not only enjoy the sparkling community pool, but your HOA also covers trash collection, exterior maintenance (including the roof!) and lawn care! BONUS, there is a dock on the lake accessible by the community (think about walks to the lake in the mornings to watch the sunrise with your coffee or in the evenings to watch the sunset with your glass of wine!). Low Maintenance Living at its Best! And have I mentioned this AMAZING LOCATION? This lovely townhome community is less than 1 mile from N Park Avenue and less than 1/2 mile to 17/92 (Orlando Avenue)! The convenience to Maitland City Center, Rollins College, shops, restaurants, and the ease of commuting to work is 2nd to none. Make an appt to see this home, it is a gem! Note, some photos have been virtually staged for furniture placement.

856 Park Lake Circle Unit 51, Maitland

1010 Winderley Place Unit 149, Maitland
$424,900
3 Beds ⋅ 2 Baths ⋅ Villas Lake Destiny SubDv. ⋅ 32751 Zip Code
This beautifully positioned residence offers an open and inviting layout designed for easy living and entertaining. Enjoy peaceful water views of Lake Destiny with no rear neighbors, creating a private backdrop and a rare sense of space and tranquility. Whether relaxing indoors or stepping outside, the serene setting delivers a true sense of comfort and escape. The home also features a spacious 2-car garage, providing convenience and additional storage. Thoughtfully updated and move-in ready, this home offers valuable recent improvements including a new A/C unit (2022), water heater (2022), tile roof replacement (2022), updated paint and modern light fixtures (2023), and both bathrooms beautifully renovated in 2021. The kitchen is complemented by newer appliances, adding both style and functionality. Step outside and enjoy even more value with the outdoor deck currently being replaced, creating an enhanced outdoor living space to take in the beautiful lake setting. Residents enjoy access to exceptional community amenities including a pool, tennis courts, and access to Lake Destiny, all within a dog-friendly community designed to support an active and enjoyable lifestyle. Ideally located with quick access to major highways, dining, shopping, business centers, and everything Maitland and the greater Orlando area have to offer, this property delivers the perfect blend of lifestyle and accessibility. Whether enjoying your morning coffee overlooking Lake Destiny or coming home after a busy day, this residence offers the privacy, views, updates, and location today’s buyers are searching for.

1010 Winderley Place Unit 149, Maitland

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Maitland FL Townhomes for Sale

There are 7 townhomes for sale in Maitland, Florida as of 2026-11-05, at a median list price of $424,900 and a median of 34 days on market. Attached homes, usually with an association covering the exterior and common areas.

Maitland townhomes for sale at a glance

Active townhomes7
Share of the Maitland market11.9% of 59 listings
Median list price$424,900
Median price per square foot$213
Median size1,651 square feet
Median year built1999
Median days on market34
On market 60+ days3 (42.86%)

Source: Stellar MLS via the Bridge RESO feed, pulled 2026-11-05. Updated weekly.

How Maitland townhomes compare to the rest of the city

The median townhome in Maitland asks $424,900 against $510,000 for the city as a whole, and $213 per square foot against $299. Townhomes make up 11.9% of everything on the market here.

4 of them, 57.14%, are asking less than they did originally, at a median reduction of 1.69%. That is the size of a first concession, not a final one.

Maitland townhomes by price range

Under $250,000228.6%
$250,000 to $400,000114.3%
$400,000 to $600,000457.1%
$600,000 and up00.0%

Maitland townhomes by bedroom count

2 bedrooms3
3 bedrooms4

Other Maitland searches

Zip codes

32751 (7)

Frequently asked questions

How many townhomes are for sale in Maitland, FL?

There were 7 active townhomes listed in Maitland as of 2026-11-05, 11.9% of the 59 residential listings in the city. That count comes from the Stellar MLS feed and is refreshed weekly.

What is the median price of a townhome in Maitland, FL?

The median asking price was $424,900 as of 2026-11-05, or about $213 per square foot. The median townhome on the market is 1,651 square feet and was built in 1999.

How long do townhomes take to sell in Maitland?

Median days on market was 34 as of 2026-11-05. 3 of the 7 active townhomes, 42.86%, have been listed 60 days or longer, and that is usually where the negotiating room is.

Are Maitland townhomes cheaper than houses in Maitland?

The median townhome asks $424,900 against $510,000 for all Maitland listings, and $213 per square foot against $299 citywide. Price per square foot is the fairer comparison, because the median townhome here is larger than the city median, 1,651 square feet against 1,605.

The Homes In Orlando Team at NextHome Neighborhood Realty works with buyers and sellers across six Central Florida counties and publishes market data for Orange, Seminole, Lake, and Volusia. Call or text 407-616-9019 to see any Maitland listing on this page.

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