MLS Listings for Sale in Maitland, FL

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3D WALKTHROUGH

ABOUT THIS HOME
MLS Listings for Sale in Maitland, FL
RENOVATIONS OF THE HIGHEST STANDARD!! Sunshine State Home’s experienced design team continues to exceed the expectations of today’s discerning Buyer’s. The renovation of this classic Mid-Century Maitland home brings delightful charm within a highly sought after NON-HOA neighborhood of Indian Hills. The finished product “punches above it’s weight” in every possible way. KITCHEN offers two-tone, solid wood cabinetry topped with contemporary quartz counters. Stylish finishes including an undermount sink with long-neck faucet, upgraded black-matte cabinet door pulls and a modern stainless steel appliance package create a delightful cooking environment. LARGE

$585,000

3 beds2 baths1,887 sq ft

2666 Derbyshire Rd, Maitland, FL 32751

Non-hoa neighborhood • Undermount sink • Large living spaces

3D WALKTHROUGH

ABOUT THIS HOME
MLS Listings for Sale in Maitland, FL
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, you’ll sense the refined lifestyle within. soaring ceilings, abundant natural light, and premium finishes throughout. The chef’s kitchen is a showpiece sleek cabinetry, stone countertops, and top-tier appliances. Entertain effortlessly with open living spaces that flow seamlessly to relaxing patios or balconies. With 3 bedrooms and 3½ baths, each space i

$845,000

3 beds3.5 baths2,014 sq ft

183 Orange Pl, Maitland, FL 32751

Open living spaces • Spa-style bath • Custom closets

ABOUT THIS HOME
MLS Listings for Sale in Maitland, FL
Welcome to this stunning, newly renovated 3-bedroom, 2.5-bath end-unit townhome in the highly sought-after Maitland neighborhood. This home exudes modern elegance with a bright open-concept floor plan, 24x24 designer tile throughout, and abundant natural light. The gourmet kitchen is a chef’s dream featuring white shaker soft-close cabinets, dazzling quartz countertops, a timeless stacked subway tile backsplash, and premium stainless steel appliances. The spa-inspired bathrooms have been fully remodeled to the highest standards, offering a serene retreat for relaxation and rejuvenation. The spacious master suite includes a private balcony overlooking mature landscaping and peaceful ga

$305,000

3 beds2.5 baths1,486 sq ft

1013 Grove St #88, Maitland, FL 32751

$460 HOA • Garage • Community pool

ABOUT THIS HOME
MLS Listings for Sale in Maitland, FL
CONDO WITH PRIVATE GARAGE - 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 insert. The bonus room can be used as a television room, as a Florida room (offering a sunny spot to enjoy morning coffee while watching butterflies in the garden), or as a hobby room; leaving the living room free for formal entertaining. The upgraded kitchen features quartz countertops, under-cabinet lighting, new appliances, and accessible cup

$339,900

2 beds2 baths1,177 sq ft

2344 Sierra Ln, Maitland, FL 32751

Screened front porch • Enclosed back porch • Upgraded kitchen

VIDEO TOUR

ABOUT THIS HOME
MLS Listings for Sale in Maitland, FL
Discover the perfect blend of style and location in this beautifully updated 3-bedroom, 2.5-bathroom townhome in the sought-after Moorings community. With 1,734 square feet of thoughtfully designed living space, this residence offers a bright, open floor plan enhanced by vaulted ceilings and an abundance of natural light. The heart of the home is the stunning kitchen, showcasing white cabinetry, quartz countertops, stainless steel appliances, a decorative hood above the cooktop, and a classic subway tile backsplash. A charming bay window creates the perfect breakfast nook, while the open-concept living and dining areas provide ideal space for entertaining and everyday living. A wood-burning

$595,000

3 beds2.5 baths1,734 sq ft

225 Quayside Cir, Maitland, FL 32751

Breakfast nook • Stunning kitchen • Updated townhome

Property at 736 Forest Glen Ct, Maitland, FL 32751, 4 beds, 2 baths

$479,899

4 beds2 baths1,647 sq ft

736 Forest Glen Ct, Maitland, FL 32751

Property at 832 Park Lake Pl Unit 6A, Maitland, FL 32751, 2 beds, 2.5 baths

$224,500

2 beds2.5 baths1,732 sq ft

832 Park Lake Pl Unit 6A, Maitland, FL 32751

Property at 814 N Thistle Ln, Maitland, FL 32751, 4 beds, 2 baths

$699,000

4 beds2 baths2,136 sq ft

814 N Thistle Ln, Maitland, FL 32751

Property at 1074 Hamlet Dr, Maitland, FL 32751, 3 beds, 2 baths

$308,000

3 beds2 baths1,076 sq ft

1074 Hamlet Dr, Maitland, FL 32751

Property at 380 Banyan Dr, Maitland, FL 32751, 3 beds, 2 baths

$429,000

3 beds2 baths1,404 sq ft

380 Banyan Dr, Maitland, FL 32751

Property at 320 Eaton St, Maitland, FL 32751, 2 beds, 1 bath

$234,900

2 beds1 bath846 sq ft

320 Eaton St, Maitland, FL 32751

Property at 1938 Michael Tiago Ct, Maitland, FL 32751, 4 beds, 2.5 baths

$490,000

4 beds2.5 baths2,708 sq ft

1938 Michael Tiago Ct, Maitland, FL 32751

Property at 1291 Blessing St, Maitland, FL 32751, 3 beds, 2.5 baths

$385,000

3 beds2.5 baths1,674 sq ft

1291 Blessing St, Maitland, FL 32751

Property at 1416 Caring Ct, Maitland, FL 32751, 4 beds, 3.5 baths

$925,000

4 beds3.5 baths3,451 sq ft

1416 Caring Ct, Maitland, FL 32751

Property at 249 Spartan Dr, Maitland, FL 32751, 4 beds, 2 baths

$345,000

4 beds2 baths1,579 sq ft

249 Spartan Dr, Maitland, FL 32751

Property at 1518 Oranole Rd, Maitland, FL 32751, 3 beds, 1 bath

$449,900

3 beds1 bath1,848 sq ft

1518 Oranole Rd, Maitland, FL 32751

Property at 1140 S Orlando Ave Unit D15, Maitland, FL 32751, 2 beds, 1 bath

$319,900

2 beds1 bath816 sq ft

1140 S Orlando Ave Unit D15, Maitland, FL 32751

Property at 2338 Tuscarora Trl, Maitland, FL 32751, 4 beds, 2 baths

$699,000

4 beds2 baths1,700 sq ft

2338 Tuscarora Trl, Maitland, FL 32751

Property at 604 Minnehaha Ln, Maitland, FL 32751, 6 beds, 5.5 baths

$2,895,000

6 beds5.5 baths6,163 sq ft

604 Minnehaha Ln, Maitland, FL 32751

Property at 731 Bucher Rd, Maitland, FL 32751, 3 beds, 1.5 baths

$450,000

3 beds1.5 baths1,523 sq ft

731 Bucher Rd, Maitland, FL 32751

Property at 1000 S Orlando Ave Unit A31, Maitland, FL 32751, 2 beds, 2 baths

$375,000

2 beds2 baths952 sq ft

1000 S Orlando Ave Unit A31, Maitland, FL 32751

Property at 1913 Poinsetta Ln, Maitland, FL 32751, 4 beds, 2 baths

$436,900

4 beds2 baths1,664 sq ft

1913 Poinsetta Ln, Maitland, FL 32751

Property at 2318 Castlewood Rd, Maitland, FL 32751, 4 beds, 3 baths

$580,000

4 beds3 baths2,335 sq ft

2318 Castlewood Rd, Maitland, FL 32751

Property at 204 Quayside Cir #304, Maitland, FL 32751, 2 beds, 2 baths

$455,000

2 beds2 baths1,270 sq ft

204 Quayside Cir #304, Maitland, FL 32751

Property at 1618 Gulfview Dr #417, Maitland, FL 32751, 3 beds, 3 baths

$299,000

3 beds3 baths1,328 sq ft

1618 Gulfview Dr #417, Maitland, FL 32751

Property at 140 E Faith Ter, Maitland, FL 32751, 4 beds, 3 baths

$525,000

4 beds3 baths2,748 sq ft

140 E Faith Ter, Maitland, FL 32751

Property at 1000 Winderley Pl #239, Maitland, FL 32751, 2 beds, 2 baths

$315,900

2 beds2 baths1,164 sq ft

1000 Winderley Pl #239, Maitland, FL 32751

Property at 1640 E Adams Dr, Maitland, FL 32751, 5 beds, 6.5 baths

$10,950,000

5 beds6.5 baths8,174 sq ft

1640 E Adams Dr, Maitland, FL 32751

Property at 1100 S Orlando Ave #208, Maitland, FL 32751, 2 beds, 2 baths

$450,000

2 beds2 baths1,248 sq ft

1100 S Orlando Ave #208, Maitland, FL 32751

Property at 1460 Lake Shadow Cir #7204, Maitland, FL 32751, 3 beds, 2 baths

$239,900

3 beds2 baths1,243 sq ft

1460 Lake Shadow Cir #7204, Maitland, FL 32751

Property at 1341 Lyndale Blvd, Winter Park, FL 32789, 4 beds, 3 baths

$1,130,000

4 beds3 baths2,388 sq ft

1341 Lyndale Blvd, Winter Park, FL 32789

Property at 1695 E Horatio Ave, Maitland, FL 32751, 4 beds, 2.5 baths

$529,000

4 beds2.5 baths1,939 sq ft

1695 E Horatio Ave, Maitland, FL 32751

Property at 1140 S Orlando Ave Unit I-5, Maitland, FL 32751, 2 beds, 1 bath

$170,000

2 beds1 bath816 sq ft

1140 S Orlando Ave Unit I-5, Maitland, FL 32751

Property at 1460 Lake Shadow Cir #7107, Maitland, FL 32751, 4 beds, 2 baths

$243,000

4 beds2 baths1,372 sq ft

1460 Lake Shadow Cir #7107, Maitland, FL 32751

Property at 255 W George Ave, Maitland, FL 32751, 5 beds, 4 baths

$1,700,000

5 beds4 baths4,814 sq ft

255 W George Ave, Maitland, FL 32751

Property at 2550 Venetian Way, Winter Park, FL 32789, 4 beds, 4 baths

$2,499,000

4 beds4 baths4,875 sq ft

2550 Venetian Way, Winter Park, FL 32789

Property at 448 Stonewood Ln, Maitland, FL 32751, 4 beds, 2.5 baths

$665,000

4 beds2.5 baths3,308 sq ft

448 Stonewood Ln, Maitland, FL 32751

Property at 755 Cranes Ct, Maitland, FL 32751, 5 beds, 4.5 baths

$1,419,000

5 beds4.5 baths4,566 sq ft

755 Cranes Ct, Maitland, FL 32751

Property at 1140 S Orlando Ave #16, Maitland, FL 32751, 2 beds, 1 bath

$459,000

2 beds1 bath816 sq ft

1140 S Orlando Ave #16, Maitland, FL 32751

Property at 1024 Kewannee Trl, Maitland, FL 32751, 4 beds, 2.5 baths

$629,000

4 beds2.5 baths1,845 sq ft

1024 Kewannee Trl, Maitland, FL 32751

Property at 502 Oak Ln, Maitland, FL 32751, 3 beds, 3.5 baths

$658,800

3 beds3.5 baths1,966 sq ft

502 Oak Ln, Maitland, FL 32751

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Based on information submitted to the MLS GRID as of Thu Nov 13 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.

MLS Listings for Sale in Maitland

There are currently 101 mls listings for sale in Maitland at a median listing price of $437K. 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 61 days and receive 3 offers. Popular neighborhoods include Spring Valley, Kingswood Manor, Downtown Maitland, and Eatonville Historic District. 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 45 condos, 8 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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