Maitland, FL Homes

/26
$719,000 Pending
- 4 Beds
- 2 Baths
- 2,274 Sq Ft
761 Goldwater Ct, Maitland, FL 32751

Under contract-accepting backup offers. Fantastic opportunity in a sought-after neighborhood near top-rated Dommerich Elementary and Maitland Middle schools. Located on a cul-de-sac, this 4 bedroom, 2 bath, 2,274 sq foot split plan home is walking distance to the schools. This well-maintained home is ready for your personal touch and offers solid bones, a functional floor plan and a .22-acre lot

Megan Cross FANNIE HILLMAN & ASSOCIATES

761 Goldwater Ct, Maitland, FL 32751
/55

$1,439 - $3,802 per month

The Parker at Maitland Station Apartments

1 - 3 Beds

955 N Orlando Ave, Maitland, FL 32751

Connect to what matters at The Parker at Maitland Station, Orlando's newest luxury apartment community. Located at the historic Parker Lumber Yard site, our Maitland, FL apartments provide easy access to the very best dining,shopping, jobs and outdoor activities Central Florida has to offer. The Parker at Maitland Station Apartments focuses on the old school friendliness while setting new

955 N Orlando Ave, Maitland, FL 32751
/2
$970,000 Sold Jul 31, 2025

91 Minnehaha Cir, Maitland, FL 32751
- 4 Beds
- 2 Baths
- 2,826 Sq Ft
- Built 1971
Last Sold Summary
- 1% Below List Price
- $343/SF
- 6 Days On Market
Current Estimated Value $947,756

Last Listing Agent Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

91 Minnehaha Cir, Maitland, FL 32751

/11
Est $432,653 Not Listed For Sale

1100 S Orlando Ave Unit 704, Maitland, FL 32751
- 2 Beds
- 2 Baths
- 1,285 Sq Ft
- Built 1973
1100 S Orlando Ave Unit 704, Maitland, FL 32751

Last Sold Summary
- 3% Above List Price
- $327/SF
- 49 Days On Market
Last Sold Price $420,000

Last Listing Agent Joann Beck BECK REALTY LLC

/30
$415,000
- 3 Beds
- 3.5 Baths
- 2,103 Sq Ft
1994 Kenaston Rd Unit 1994, Maitland, FL 32751

Located in the desirable city of Maitland, just three miles from Winter Park’s renowned Park Avenue, this extensively updated 3-bedroom, 3.5-bath townhouse offers modern living in a prime Central Florida location. Tucked within a quiet residential setting and zoned for highly rated Seminole County schools, the home provides easy access to dining, shopping, and entertainment while maintaining a

Veronica Figueroa EXP REALTY LLC

1994 Kenaston Rd Unit 1994, Maitland, FL 32751
/16
$1,780 per month
- 3 Beds
- 2 Baths
- 1,612 Sq Ft
- Condo for Rent
400 Banyon Tree Cir Unit 102, Maitland, FL 32751

One or more photo(s) has been virtually staged. Welcome to our large 3-bedroom condo in the beautiful city of Maitland, FL! This spacious apartment offers a comfortable and modern living space for anyone looking for a new home. With 3 bedrooms and 2 bathrooms, there is plenty of room for you to relax and unwind. The community amenities are perfect for those who enjoy an active lifestyle. Take a

Carissa Lawhun FLORIDA REALTY INVESTMENTS

400 Banyon Tree Cir Unit 102, Maitland, FL 32751
/2
$458,000 Sold Dec 26, 2025

2133 Falkner Rd, Maitland, FL 32751
- 4 Beds
- 3 Baths
- 1,779 Sq Ft
- Built 1998
Last Sold Summary
- 2% Above List Price
- $257/SF
- 5 Days On Market
Current Estimated Value $451,484

Last Listing Agent Jason Asa LPT REALTY, LLC

2133 Falkner Rd, Maitland, FL 32751

/21
Est $292,634 Not Listed For Sale

1000 Winderley Place Unit 126, Maitland, FL 32751
- 3 Beds
- 2 Baths
- 1,538 Sq Ft
- Built 1982
1000 Winderley Place Unit 126, Maitland, FL 32751

Last Sold Summary
- 6% Below List Price
- $202/SF
- 73 Days On Market
Last Sold Price $310,000

Last Listing Agent Raul Veitia BELMONT REALTY

/63
$699,000 Pending
- 4 Beds
- 2 Baths
- 2,136 Sq Ft
814 N Thistle Ln, Maitland, FL 32751

Under contract-accepting backup offers. A midcentury modern influenced Florida ranch offers a special location just a block from the school with a walking path behind providing a unique lifestyle for this special home. Natural Coquina stone accents are the focal point of the exterior elevation with seamless windows that allow incredible light in and are in keeping with the architecture of the

Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

814 N Thistle Ln, Maitland, FL 32751
/31

$1,851 - $3,123 per month

Maitland City Centre

1 - 2 Beds

160-190 Independence Ln, Maitland, FL 32751

.custom-read-more #more {display: none;} Indulge in the upscale lifestyle you deserveour spacioushomes in the heart of Maitland have everything you need to make it happen.High-end amenities, elegant interiors, and an excellent location in the NorthOrlando area blend together to create a carefree experience. So check out our luxury apartments in Maitland, FL and find the home

160-190 Independence Ln, Maitland, FL 32751
/2
$820,000 Sold Feb 18, 2026

2270 Deloraine Trail, Maitland, FL 32751
- 4 Beds
- 2 Baths
- 2,000 Sq Ft
- Built 1964
Last Sold Summary
- 4% Below List Price
- $410/SF
- 15 Days On Market
Current Estimated Value $829,466

Last Listing Agent Amy Turner KELLER WILLIAMS WINTER PARK

2270 Deloraine Trail, Maitland, FL 32751

/15
Est $107,803 Not Listed For Sale

551 Flemming Way Unit 101, Maitland, FL 32751
- 1 Bed
- 1 Bath
- 550 Sq Ft
- Built 1973
551 Flemming Way Unit 101, Maitland, FL 32751

Last Sold Summary
- 2% Below List Price
- $200/SF
- 1 Day On Market
Last Sold Price $110,000

Last Listing Agent Kathryn Stieger ORLANDO INLAND REALTY LLC

/53
$879,000
- 5 Beds
- 3 Baths
- 2,836 Sq Ft
2801 Waumpi Trail, Maitland, FL 32751

Welcome to Dommerich Hills! This fully renovated property delivers clean modern design with real functionality with NO HOA with a paver driveway, and double-door entry set the tone from the start. Inside, a bright open layout is anchored by a statement kitchen featuring sleek cabinetry, stainless steel appliances, and a waterfall island with custom wood detailing. The bathrooms follow with

Javin Lopez AVANTI WAY REALTY LLC

2801 Waumpi Trail, Maitland, FL 32751
/15
$999 per month
- 1 Bed
- 1 Bath
- 550 Sq Ft
- Condo for Rent
2517 Caper Ln Unit 203, Maitland, FL 32751

Experience spacious and bright living in this one-bedroom gem at Carrington Park. The 2nd-floor end unit features laminate flooring, decorative wall accent mirrors, and a large bedroom with a huge walk-in closet. The galley-style kitchen is equipped with newer appliances and ample storage. Located in Maitland, it's conveniently close to the bus line, grocery stores, shopping, and restaurants.

Carissa Lawhun FLORIDA REALTY INVESTMENTS

2517 Caper Ln Unit 203, Maitland, FL 32751
/2
$2,770,000 Sold Sep 11, 2025

216 N Lake Sybelia Dr, Maitland, FL 32751
- 5 Beds
- 5.5 Baths
- 4,697 Sq Ft
- Built 2021
Last Sold Summary
- 4% Below List Price
- $590/SF
- 3 Days On Market
Current Estimated Value $2,730,371

Last Listing Agent Kevin Acker RE/MAX 200 REALTY

216 N Lake Sybelia Dr, Maitland, FL 32751

/24
Est $153,375 Not Listed For Sale

488 Banyon Tree Cir Unit 202, Maitland, FL 32751
- 2 Beds
- 1 Bath
- 1,051 Sq Ft
- Built 1973
488 Banyon Tree Cir Unit 202, Maitland, FL 32751

Last Sold Summary
- 2% Below List Price
- $148/SF
- 217 Days On Market
Last Sold Price $156,000

Last Listing Agent George Bateman RP INVESTMENT REALTY LLC

/52
$774,900
- 3 Beds
- 2.5 Baths
- 2,441 Sq Ft
312 Macarthur Place, Maitland, FL 32751

NEW ROOF, NEWER AC, and NO HOA—this beautifully maintained home on a quiet cul-de-sac offers comfort, charm, and an unbeatable location. Nestled just steps from Lake Sybelia. This property provides a peaceful, scenic setting while still being close to all that Maitland has to offer, including popular local restaurants, shops, and community spots. A short drive takes you to the vibrant dining,

Sean David REAL BROKER, LLC

312 Macarthur Place, Maitland, FL 32751
/25

$1,367 - $2,853 per month

Courtney At Lake Shadow

1 - 3 Beds

545 S Keller Rd, Orlando, FL 32810

Stylishly modern. Great location. A perfect home for you. The Courtney at Lake Shadow, a luxury apartment community in Orlando, Florida, offers open-concept layouts in a variety of pet-friendly 1, 2 & 3 bedroom floor plans. Enjoy your gourmet kitchen – stir up more than coffee. It’s fully equipped and ready for you to make fantastic meals for friends or craft home-cooked meals solo. Plus, each

545 S Keller Rd, Orlando, FL 32810
/2
$970,000 Sold Sep 04, 2025

2031 Chippewa Trail, Maitland, FL 32751
- 4 Beds
- 3 Baths
- 2,385 Sq Ft
- Built 1961
Last Sold Summary
- $407/SF
Current Estimated Value $933,076

Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

2031 Chippewa Trail, Maitland, FL 32751

/25
Est $316,471 Not Listed For Sale

437 Poplar Ct, Maitland, FL 32751
- 2 Beds
- 2 Baths
- 1,182 Sq Ft
- Built 1983
437 Poplar Ct, Maitland, FL 32751

Last Sold Summary
- 2% Above List Price
- $262/SF
- 1 Day On Market
Last Sold Price $310,000

Last Listing Agent Chris Creegan CREEGAN GROUP

/44
$799,000
- 3 Beds
- 3.5 Baths
- 2,014 Sq Ft
183 Orange Place, Maitland, FL 32751

HUGE Price Reduction!! There is simply nothing that compares to this deal! This exquisite attached single family home blends contemporary elegance with unbeatable convenience in a truly coveted Maitland address. Just a stroll from Maitland Preparatory School and mere minutes from the vibrant heart of Downtown Winter Park, this residence offers the best of both worlds. From the moment you arrive,

Christine Bennett EVOLVE PROPERTY GROUP LLC

183 Orange Place, Maitland, FL 32751
/6
$1,800 per month
- 2 Beds
- 2 Baths
- 1,280 Sq Ft
- Condo for Rent
3019 Legacy Villas Dr Unit 3019, Maitland, FL 32751

Welcome to Visconti, a gated community in Maitland. This spacious 2 bed 2 bath condo offers convenience, comfort, and resort-style living just 10 minutes from Downtown Orlando with immediate access to I-4. Community amenities include a clubhouse, fitness center, playground, pool, and tennis courts. The community is also minutes from upscale shopping, dining, and entertainment, making it one of

Kevin Sullivan LAKESIDE REALTY WINDERMERE INC

3019 Legacy Villas Dr Unit 3019, Maitland, FL 32751
/2
$700,000 Sold Jun 02, 2025

1641 E Horatio Ave, Maitland, FL 32751
- 4 Beds
- 3 Baths
- 2,618 Sq Ft
- Built 1957
Last Sold Summary
- $267/SF
- 22 Days On Market
Current Estimated Value $712,577

Last Listing Agent Erin Baker FANNIE HILLMAN & ASSOCIATES

1641 E Horatio Ave, Maitland, FL 32751

/2
Est $325,350 Not Listed For Sale

1902 Water Ln, Maitland, FL 32751
- 3 Beds
- 2.5 Baths
- 1,483 Sq Ft
- Built 1983
1902 Water Ln, Maitland, FL 32751

Last Sold Summary
- 2% Above List Price
- $216/SF
- 30 Days On Market
Last Sold Price $320,000

Last Listing Agent Keith Moore HOMEVEST REALTY

/50
$745,000
- 4 Beds
- 3 Baths
- 2,221 Sq Ft
150 Seneca Trail, Maitland, FL 32751

In the heart of Dommerich, this thoughtfully renovated mid-century pool home offers deeded access to the Winter Park Chain of Lakes & a well-executed floor plan designed for everyday living. Set on a .20-acre lot measuring 79’ x 111’, the home balances indoor comfort with outdoor livability, beginning with a welcoming front entry that opens to a casual foyer. To the left is a shared formal living

Padgett McCormick KELLY PRICE & COMPANY LLC

150 Seneca Trail, Maitland, FL 32751
/38

$1,565 - $2,415 per month

Dawson

1 - 3 Beds

9000 Summit Centre Way, Orlando, FL 32810

Dawson Apartments delivers elevated lakeside living in North Orlando, pairing upscale design with a location that keeps you connected to the best of Central Florida. Surrounded by water views and lush landscaping, this luxury community offers a refined retreat while placing shopping, dining, recreation and major roadways just minutes from home. Choose from spacious one-, two- and three-bedroom

9000 Summit Centre Way, Orlando, FL 32810
/2
$230,000 Sold Nov 14, 2025

1825 Shadow View Cir, Maitland, FL 32751
- 3 Beds
- 2.5 Baths
- 1,583 Sq Ft
- Built 2000
Last Sold Summary
- 8% Below List Price
- $145/SF
- 110 Days On Market
Current Estimated Value $237,951

Last Listing Agent Chuck Lemire PLATINUM REAL ESTATE

1825 Shadow View Cir, Maitland, FL 32751

/28
Est $314,564 Not Listed For Sale

1979 Water Ln, Maitland, FL 32751
- 3 Beds
- 2 Baths
- 1,351 Sq Ft
- Built 1983
1979 Water Ln, Maitland, FL 32751

Last Sold Summary
- 3% Below List Price
- $241/SF
- 0 Days On Market
Last Sold Price $325,000

Last Listing Agent Alexais Montenegro LA ROSA REALTY INTERNACIONAL L

/51
$321,406 Pending
- 2 Beds
- 2 Baths
- 1,403 Sq Ft
377 W Lake Faith Dr Unit 104, Maitland, FL 32751

Under contract-accepting backup offers. Lake Faith is a quiet community with picturesque views and beautiful landscaping a true retreat to call your own. This 2 bedroom 2 bathroom condo has been completely renovated and is turn key ready for you. The white-oak look luxury vinyl plank flooring runs throughout the space. The Kitchen overlooks the family room providing a open concept and a beautiful

Randy Fontanez, II CHARLES RUTENBERG REALTY ORLANDO

377 W Lake Faith Dr Unit 104, Maitland, FL 32751
/18
$1,000 per month
- 1 Bed
- 1 Bath
- 550 Sq Ft
- Condo for Rent
2517 Caper Ln Unit 207, Maitland, FL 32751

One or more photo(s) has been virtually staged. Experience bright, effortless living in this thoughtfully updated 1-bedroom, 1-full bathroom residence in Maitland’s Carrington Park. A freshly repainted interior sets the tone for a refined and inviting atmosphere, complemented by tile and carpet flooring for everyday comfort. The generous bedroom features a walk-in closet, and the well-designed

Jeremy Porter CANI PROPERTY MANAGEMENT

2517 Caper Ln Unit 207, Maitland, FL 32751
/44
$529,500 Pending
- 4 Beds
- 2 Baths
- 1,824 Sq Ft
721 Gamewell Ave, Maitland, FL 32751

Welcome to one of Maitland’s most unique and captivating pool homes — perfectly positioned just steps from downtown Maitland and Lake Lily Park.This stunning 4-bedroom, 2-bath residence combines architectural character with everyday livability. Soaring vaulted ceilings and expansive windows flood the home with natural light, creating a sun-drenched family room that feels both grand and

Robert Kurzreiter PA KELLER WILLIAMS REALTY AT THE PARKS

721 Gamewell Ave, Maitland, FL 32751

/19
Est $1,467,693 Not Listed For Sale

940 S Lake Sybelia Dr, Maitland, FL 32751
940 S Lake Sybelia Dr, Maitland, FL 32751

Last Sold Summary
- 9% Above List Price
- 75 Days On Market
Last Sold Price $1,350,000

Last Listing Agent Wendy Williams Crumit FANNIE HILLMAN & ASSOCIATES

/21
$335,000
- 2 Beds
- 2 Baths
- 1,177 Sq Ft
2344 Sierra Ln, Maitland, FL 32751

Price improved! CONDO WITH PRIVATE GARAGE - JUST REPLUMBED WITH WARRANTY! Discover the perfect blend of comfort, elegance, and convenience in this beautifully updated 2-bedroom, 2-bath condominium in the highly sought-after Sierra Condominiums of Maitland. This move-in ready condo welcomes you with a screened front porch and an inviting living room with a wood-burning fireplace with an electric

Kathy McDonald WATSON REALTY CORP

2344 Sierra Ln, Maitland, FL 32751
/30
$2,039 per month
- Studio
- 1 Bath
- 300 Sq Ft
- Condo for Rent
1760 Pembrook Dr, Orlando, FL 32810

Enjoy a fully furnished studio suite in our hotel at an affordable rate with free wi-fi, free utilities and free premium cable. Each studio suite has a full kitchen with full-size refrigerator, stovetop and microwave, and has a flexible workspace and plenty of storage. All our hotels are pet-friendly and have on-site guest laundry available. Plus, there are no long-term commitments and you can

1760 Pembrook Dr, Orlando, FL 32810
/2
$235,000 Sold Jan 29, 2026

613 Orange Tree Ct Unit 507, Maitland, FL 32751
- 3 Beds
- 2 Baths
- 1,256 Sq Ft
- Built 1974
Last Sold Summary
- 3% Below List Price
- $187/SF
- 10 Days On Market
Current Estimated Value $239,768

Last Listing Agent Deborah Morris KELLER WILLIAMS ADVANTAGE REALTY

613 Orange Tree Ct Unit 507, Maitland, FL 32751

/33
Est $310,908 Not Listed For Sale

436 Poplar Ct, Maitland, FL 32751
- 2 Beds
- 2 Baths
- 1,182 Sq Ft
- Built 1983
436 Poplar Ct, Maitland, FL 32751

Last Sold Summary
- 1% Above List Price
- $261/SF
- 6 Days On Market
Last Sold Price $308,500

Last Listing Agent Nick Romero CHARLES RUTENBERG REALTY ORLANDO

/37
$789,000 Open Sat 10AM - 3PM
- 4 Beds
- 2.5 Baths
- 3,000 Sq Ft
2514 Tuscarora Trail, Maitland, FL 32751

“Discover the advantage of owning one of Tuscarora Trail’s premier homesites—where space, privacy, and lifestyle come together, all within the highly sought-after Dommerich school district, supporting both today’s living and tomorrow’s resale value. ” Nestled on a serene lakeside setting in the heart of Maitland, this beautifully upgraded 4-bedroom, 2.5-bath home offers more than just square

Tom Noelke NOELKE REALTY

2514 Tuscarora Trail, Maitland, FL 32751
/32
$2,850 per month
- 2 Beds
- 2 Baths
- 1,203 Sq Ft
- Condo for Rent
206 Quayside Cir Unit 503, Maitland, FL 32751

Experience effortless lakefront living on Lake Maitland. This light filled 2 bedroom, 2 bath condo offers sweeping water views from the main living areas and the primary bedroom, creating a daily backdrop that never gets old. Step onto the screened porch to enjoy morning coffee, sunset reflections, or quiet evenings overlooking the lake. The included private boat slip opens the door to Lake

Brad Barnett COMPASS FLORIDA LLC

206 Quayside Cir Unit 503, Maitland, FL 32751
/24
$649,000 Sold Oct 17, 2025

2304 Depauw Ave, Orlando, FL 32804
- 3 Beds
- 2.5 Baths
- 1,668 Sq Ft
- Built 2025
Move in Ready Sold Summary
- $389/SF
- 199 Days On Market
Current Estimated Value $667,000

David Weekley Homes Central Living - Downtown

2304 Depauw Ave, Orlando, FL 32804

/46
Est $273,185 Not Listed For Sale

1000 Winderley Place Unit 144, Maitland, FL 32751
- 2 Beds
- 2 Baths
- 1,275 Sq Ft
- Built 1982
1000 Winderley Place Unit 144, Maitland, FL 32751

Last Sold Summary
- 1% Above List Price
- $212/SF
- 4 Days On Market
Last Sold Price $270,000

Last Listing Agent James Lacovara FLORIDA ONE REAL ESTATE LLC

Showing Results 81 - 120, Page 3 of 18

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