Recently Sold Homes in Maitland, FL

113 homes

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SOLD OCT 3, 2025

ABOUT THIS HOME
Recently Sold Home in Maitland, FL:
MAJOR PRICE REDUCTION! Charming 1970's block construction home with deeded lake access! Discover this beautifully refreshed 1970's block home offering classic style and modern updates. The neighborhood, Lakewood Shores, is a small enclave neighborhood in the heart of Maitland consisting of only 42 homes each with deeded access to Lake of the Woods. Located on a generous sized lot across the street from the lake this property is a rare find for those who love a serene lakeside lifestyle at an affordable price. This home features open and inviting living spaces with freshly painted walls and brand new flooring throughout, creating a clean contemporary feel. Enjoy your private backyard and it

$335,000 Last sold price

3 beds2 baths1,050 sq ft

180 N Lakewood Cir, Maitland, FL 32751

SOLD OCT 30, 2025

ABOUT THIS HOME
Recently Sold Home in Maitland, FL:
Welcome to your dream home in the friendly community of Wellington in Maitland. This impressive 4-bedroom, 3-bathroom residence spans 3,853 square feet and sits on a spacious 0.34-acre lot, perfect for family gatherings and entertaining. Step inside to discover an open layout filled with natural light. High ceilings and porcelain tile floors create an inviting atmosphere. The heart of the home, a gourmet kitchen, is equipped with stainless steel KitchenAid appliances, granite countertops, and a breakfast bar for casual dining. You'll love the convenience of two large pantries for all your cooking needs. The cozy family room has a beautiful fireplace and is open to the kitchen. The downstair

$825,000 Last sold price

4 beds3 baths3,853 sq ft

1888 Derbyshire Rd, Maitland, FL 32751

SOLD OCT 11, 20253D WALKTHROUGH

ABOUT THIS HOME
Recently Sold Home in Maitland, FL:
Welcome to 1411 Glastonberry Road, a spacious 5-bedroom, 2-bathroom home tucked within the desirable English Estates community in Maitland. This established neighborhood is known for its tree-lined streets, sense of community, and highly sought-after location within the top-rated Seminole County Public School System, making it an excellent choice for those looking for both comfort and convenience. Step inside and you will find a thoughtfully designed split floorplan that maximizes space and privacy. The home has been updated with laminate flooring throughout, providing a modern look that is both stylish and low-maintenance. The bathrooms have been tastefully renovated, giving a fresh and co

$515,000 Last sold price

5 beds2 baths2,082 sq ft

1411 Glastonberry Rd, Maitland, FL 32751

SOLD NOV 24, 2025

ABOUT THIS HOME
Recently Sold Home in Maitland, FL:
Welcome to your beautifully renovated corner-lot oasis in the desirable English Estates community of Maitland! This stunning 3-bedroom, 2-bathroom POOL home offers the perfect blend of modern upgrades, indoor-outdoor living, and an unbeatable location. Step inside and be greeted by an abundance of natural light and a spacious, comfortable floor plan. The upgraded kitchen features sleek GRANITE countertops, modern cabinetry with GOLD hardware, and a striking TILE fireplace—perfect for cozy evenings and stylish entertaining. Relax or entertain year-round in the screened-in porch overlooking your private backyard retreat. Take a refreshing dip in the sparkling POOL, or unwind under the G

$550,000 Last sold price

3 beds2 baths1,798 sq ft

2201 Sunderland Rd, Maitland, FL 32751

SOLD NOV 19, 2025

ABOUT THIS HOME
Recently Sold Home in Maitland, FL:
One or more photo(s) has been virtually staged. Nestled in the sought-after English Estates neighborhood, this classic Medallion home offers timeless character and the perfect opportunity to make it your own. Featuring its original Medallion hallmark in the kitchen pantry, this retro gem includes formal living and dining rooms, a cozy breakfast nook off the galley-style kitchen, and original terrazzo flooring. Recent updates include a reroof and exterior paint (2021), fresh interior paint (2025), hot water tank (2021) and an upgraded A/C system with UV light (2019). Your new home was replumbed in 2015 and the electrical updated in 2012. The interior laundry room adds convenience, while the

$350,000 Last sold price

3 beds2 baths1,430 sq ft

2065 Derbyshire Rd, Maitland, FL 32751

Property at 1434 Winston Rd, Maitland, FL 32751, 4 beds, 2 baths

$579,000 Last sold price

4 beds2 baths2,312 sq ft

1434 Winston Rd, Maitland, FL 32751

Property at 2350 Derbyshire Rd, Maitland, FL 32751, 4 beds, 2 baths

$590,000 Last sold price

4 beds2 baths2,359 sq ft

2350 Derbyshire Rd, Maitland, FL 32751

Property at 2570 Derbyshire Rd, Maitland, FL 32751, 4 beds, 3 baths

$361,200 Last sold price

4 beds3 baths1,857 sq ft

2570 Derbyshire Rd, Maitland, FL 32751

Property at 2344 Derbyshire Rd, Maitland, FL 32751, 4 beds, 2.5 baths

$575,000 Last sold price

4 beds2.5 baths2,649 sq ft

2344 Derbyshire Rd, Maitland, FL 32751

Property at 1521 Oxford Rd, Maitland, FL 32751, 4 beds, 2 baths

$400,000 Last sold price

4 beds2 baths1,925 sq ft

1521 Oxford Rd, Maitland, FL 32751

Property at 2494 Castlewood Rd, Maitland, FL 32751, 4 beds, 2 baths

$397,000 Last sold price

4 beds2 baths2,086 sq ft

2494 Castlewood Rd, Maitland, FL 32751

Property at 1221 Thunder Trl, Maitland, FL 32751, 3 beds, 2 baths

$425,000 Last sold price

3 beds2 baths1,908 sq ft

1221 Thunder Trl, Maitland, FL 32751

Property at 363 Croton Dr, Maitland, FL 32751, 3 beds, 2 baths

$350,000 Last sold price

3 beds2 baths1,386 sq ft

363 Croton Dr, Maitland, FL 32751

Property at 106 Oakwood Dr, Maitland, FL 32751, 3 beds, 2 baths

$352,500 Last sold price

3 beds2 baths1,877 sq ft

106 Oakwood Dr, Maitland, FL 32751

Property at 637 Magnolia Dr, Maitland, FL 32751, 3 beds, 2 baths

$395,000 Last sold price

3 beds2 baths1,851 sq ft

637 Magnolia Dr, Maitland, FL 32751

Property at 632 Magnolia Dr, Maitland, FL 32751, 3 beds, 2 baths

$500,000 Last sold price

3 beds2 baths1,553 sq ft

632 Magnolia Dr, Maitland, FL 32751

Property at 1004 Gregory Dr, Maitland, FL 32751, 3 beds, 2 baths

$550,000 Last sold price

3 beds2 baths1,835 sq ft

1004 Gregory Dr, Maitland, FL 32751

Property at 503 Lake Shore Dr, Maitland, FL 32751, 3 beds, 2 baths

$525,000 Last sold price

3 beds2 baths2,054 sq ft

503 Lake Shore Dr, Maitland, FL 32751

Property at 170 E Faith Ter, Maitland, FL 32751, 3 beds, 2 baths

$500,000 Last sold price

3 beds2 baths1,787 sq ft

170 E Faith Ter, Maitland, FL 32751

Property at 444 Stonewood Ln, Maitland, FL 32751, 3 beds, 2 baths

$550,000 Last sold price

3 beds2 baths2,188 sq ft

444 Stonewood Ln, Maitland, FL 32751

Property at 671 Brookside Rd, Maitland, FL 32751, 4 beds, 2 baths

$575,000 Last sold price

4 beds2 baths1,909 sq ft

671 Brookside Rd, Maitland, FL 32751

Property at 711 Thompson Ave, Maitland, FL 32751, 3 beds, 1 bath

$285,000 Last sold price

3 beds1 bath1,056 sq ft

711 Thompson Ave, Maitland, FL 32751

Property at 1240 Trust Ln, Maitland, FL 32751, 3 beds, 3.5 baths

$571,000 Last sold price

3 beds3.5 baths2,305 sq ft

1240 Trust Ln, Maitland, FL 32751

Property at 1711 Shadow View Cir #1711, Maitland, FL 32751, 3 beds, 2.5 baths

$239,000 Last sold price

3 beds2.5 baths1,583 sq ft

1711 Shadow View Cir #1711, Maitland, FL 32751

Property at 1825 Shadow View Cir #1825, Maitland, FL 32751, 3 beds, 2.5 baths

$230,000 Last sold price

3 beds2.5 baths1,583 sq ft

1825 Shadow View Cir #1825, Maitland, FL 32751

Property at 1960 Legacy Cove Dr #1960, Maitland, FL 32751, 2 beds, 2 baths

$186,000 Last sold price

2 beds2 baths1,280 sq ft

1960 Legacy Cove Dr #1960, Maitland, FL 32751

Property at 1440 Lake Shadow Cir #8102, Maitland, FL 32751, 2 beds, 2 baths

$275,000 Last sold price

2 beds2 baths1,111 sq ft

1440 Lake Shadow Cir #8102, Maitland, FL 32751

Property at 1460 Lake Shadow Cir #7102, Maitland, FL 32751, 4 beds, 2 baths

$275,000 Last sold price

4 beds2 baths1,372 sq ft

1460 Lake Shadow Cir #7102, Maitland, FL 32751

Property at 1125 Lake Shadow Cir #5305, Maitland, FL 32751, 1 bed, 1 bath

$150,000 Last sold price

1 bed1 bath672 sq ft

1125 Lake Shadow Cir #5305, Maitland, FL 32751

Property at 3106 Legacy Lake Dr #3106, Maitland, FL 32751, 2 beds, 2 baths

$206,000 Last sold price

2 beds2 baths1,280 sq ft

3106 Legacy Lake Dr #3106, Maitland, FL 32751

Property at 3006 Legacy Villas Dr #3006, Maitland, FL 32751, 2 beds, 2 baths

$220,000 Last sold price

2 beds2 baths1,280 sq ft

3006 Legacy Villas Dr #3006, Maitland, FL 32751

Property at 1400 Lake Shadow Cir #10306, Maitland, FL 32751, 1 bed, 1 bath

$160,500 Last sold price

1 bed1 bath672 sq ft

1400 Lake Shadow Cir #10306, Maitland, FL 32751

Property at 850 Hillcrest Ave, Maitland, FL 32751, 4 beds, 4 baths

$1,399,900 Last sold price

4 beds4 baths3,228 sq ft

850 Hillcrest Ave, Maitland, FL 32751

Property at 955 Gamewell Ave, Maitland, FL 32751, 3 beds, 3 baths

$647,000 Last sold price

3 beds3 baths2,491 sq ft

955 Gamewell Ave, Maitland, FL 32751

Property at 741 Robinhood Dr, Maitland, FL 32751, 3 beds, 2 baths

$455,000 Last sold price

3 beds2 baths1,239 sq ft

741 Robinhood Dr, Maitland, FL 32751

Property at 125 White Oak Cir, Maitland, FL 32751, 4 beds, 2.5 baths

$825,000 Last sold price

4 beds2.5 baths2,524 sq ft

125 White Oak Cir, Maitland, FL 32751

Property at 380 White Oak Cir, Maitland, FL 32751, 4 beds, 2.5 baths

$765,000 Last sold price

4 beds2.5 baths2,705 sq ft

380 White Oak Cir, Maitland, FL 32751

Property at 705 N Lake Sybelia Dr, Maitland, FL 32751, 5 beds, 4 baths

$2,535,000 Last sold price

5 beds4 baths3,949 sq ft

705 N Lake Sybelia Dr, Maitland, FL 32751

Property at 216 N Lake Sybelia Dr, Maitland, FL 32751, 5 beds, 5.5 baths

$2,770,000 Last sold price

5 beds5.5 baths4,697 sq ft

216 N Lake Sybelia Dr, Maitland, FL 32751

Property at 104 E Lake Colony Dr, Maitland, FL 32751, 5 beds, 4.5 baths

$1,655,000 Last sold price

5 beds4.5 baths4,787 sq ft

104 E Lake Colony Dr, Maitland, FL 32751

Property at 307 Running Wind Ln, Maitland, FL 32751, 5 beds, 5 baths

$1,075,000 Last sold price

5 beds5 baths4,545 sq ft

307 Running Wind Ln, Maitland, FL 32751

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Based on information submitted to the MLS GRID as of Mon Dec 01 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Recently Sold Homes in Maitland

There are currently 113 recently sold homes for sale in Maitland at a median listing price of $429K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Maitland stay on the market for 63 days and receive 3 offers. Popular neighborhoods include Spring Valley, Kingswood Manor, and Downtown Maitland. This map is refreshed with the newest listings in Maitland every 15 minutes.

In the past month, 26 homes have been sold in Maitland. In addition to houses in Maitland, there were also 44 condos, 9 townhouses, and 1 multi-family unit for sale in Maitland last month. Find your dream home in Maitland using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Maitland are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Maitland. Our Maitland real estate stats and trends will give you more information about home buying and selling trends in Maitland. If you're looking to sell your home in the Maitland area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Maitland with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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