Location: Maitland
Do Not Show Listings
916 ROBINHOOD CT, MAITLAND, FL 32751
$2,299Listed 06/03/2026 8:23AM MLS ID: O6411330
Bed: 3 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1201 Built: 1979Community: OakwoodHalf Duplex
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Lake Sybelia Elem
High School: Edgewater High
Tax Year:
Middle School: Maitland Middle
Remarks: Welcome home! This 3-bedroom, 1.5-bath DUPLEX is available for June 10th 2026. Includes a fenced-in backyard. Located conveniently in the desirable City of Maitland, this property is close to the shopping district, Hospital district, Winter Park shopping, and I-4. This property features a comfortable layout with well-apportioned bedrooms and bathrooms. Washer and dryer included. Act now! This one won’t last long! Pets over 50 pounds will be considered on a case-by-case basis. All applicants are required to do a credit and background check. Renters insurance is required. All residents are automatically enrolled in a master renters insurance policy for $11.95 per month. Residents can opt out of the master policy by providing proof of their own policy that meets minimum requirements.
Listing is courtesy of: 407 PROPERTIES (407-545-2594)
Listing Agent: Steven Simpson (407-545-2594)
641 BROOKSIDE RD, MAITLAND, FL 32751
$3,795Listed 06/03/2026 10:49AM MLS ID: O6411406
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2535 Built: 1969Community: Forest Brook 3Rd SecSingle Family
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to this beautifully renovated pool home located in the heart of Maitland! This spacious 5-bedroom, 3-bathroom residence offers the perfect blend of comfort, style, and functionality — ideal for families or professionals seeking a long-term lease in a highly desirable location. Step inside to discover a fresh modern interior featuring brand-new quartz countertops, sleek stainless steel appliances, updated finishes, and an open, inviting layout designed for comfortable everyday living and entertaining alike. The spacious kitchen flows seamlessly into the main living areas, while large windows provide abundant natural light throughout the home. Enjoy Florida living at its best with your own private swimming pool and generous outdoor space, perfect for relaxing, entertaining guests, or enjoying year-round sunshine. Conveniently located near shopping, dining, parks, and major highways, this exceptional home offers both privacy and accessibility in one of Central Florida’s most established neighborhoods. Available now and preferably offered for a long-term lease. Schedule your showing today, it won't last long. Disclosure; Pool picture is illustrated, pool need to be fixed.
Listing is courtesy of: HPL REALTY INVESTMENTS (407-601-6057)
Listing Agent: Moshe Sheffi (321-945-2367)
520 SENECA TRL, MAITLAND, FL 32751
$2,45023 Days on yellowkey MLS ID: O6406219
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1496 Built: 1958Community: Dommerich Estates 1St AddSingle Family
Elementary School: Dommerich Elem
High School: Winter Park High
Remarks: Spacious Maitland Rental Home located in the Community of Dommerich Estates. Conveniently located Minutes from Dommerich Elementary School, Howell Branch Park, Lake Minnehaha, Downtown Winter Park, and Downtown Orlando. Home offers Newly Renovated Kitchen & Bathroom, 3 Bedroom 2 Bath home features a 2 Car Carport, Ceiling Fans, Terrazzo Floors throughout, Laundry Room, Fenced Back Yard, and Florida Room. Appliances included: Range, Microwave, Refrigerator, Dishwasher, and Disposal. Deeded Lake Access - Community Boat Ramp for Lake Minnehaha. MOVE IN REQUIREMENTS: Credit Score 675+. Complete online Application, $60/adult, Non-Refundable. All adults must apply. Funds due for move-in: First Month's Rent, Security Deposit applicable with full approval. Income Verification Completed. Supporting documents required: Last 2 Month's Bank Statements, Pay Stubs, W2. Single Family Only. 12 Month lease Required. No Lawn Service Included. No Pets
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Rick Protheroe (407-620-0550)
914 ROBINHOOD CT, MAITLAND, FL 32751
$2,150Listed 06/03/2026 8:19AM MLS ID: O6411314
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1174 Built: 1979Community: OakwoodHalf Duplex
Remarks: Welcome home! This 2-bedroom, 1-bath DUPLEX is available for Jun 9th 2026. This property has been renovated from top to bottom and includes a new fenced-in backyard. Located conveniently in the desirable City of Maitland, this property is close to the shopping district, Hospital district, Winter Park shopping, and I-4. This property features a comfortable layout with well-apportioned bedrooms and bathrooms, a brand-new kitchen with lots of counter and cabinet space, and new appliances. Washer and dryer included. Act now! This one won’t last long! Pets over 50 pounds will be considered on a case-by-case basis. All applicants are required to do a credit and background check. Renters insurance is required. All residents are automatically enrolled in a master renters insurance policy for $11.95 per month. Residents can opt out of the master policy by providing proof of their own policy that meets minimum requirements.
1507 LEGACY CLUB DR #1507, MAITLAND, FL 32751
$1,4951 Day on yellowkey MLS ID: O6412985
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 896 Built: 2000Community: Visconti EastCondo
Remarks: Exceptional 1 bedroom Town Home in resort style community of Visconti. This 3 level unit features an oversized 1 car garage, open living / dining room combo with laminate flooring & tile, a gourmet kitchen, large bedroom and stunning bathroom ! Community offers its residents a tropical pool, fitness, basket ball - tennis court, lake with dock and gorgeous club house. Best of all - water, sewer & trash removal is included in rent ! Available now. Call today !
Listing is courtesy of: KUNERT REALTY INC (407-745-0949)
Listing Agent: Andreas Kunert (407-467-1830)
1175 LAKE SHADOW CIR #4208, MAITLAND, FL 32751
$2,3501 Day on yellowkey MLS ID: O6412922
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1372 Built: 2000Community: Visconti WestCondo
Remarks: Stunning - fully remodeled 4 bed waterfront condo in resort style community of Visconti.Condo features all new vinyl plank flooring throughout, designer paint, a gourmet kitchen with brand new espresso cabinets, granite counters and stainless steel appliances.New bathrooms with custom tile, vanities and light fixtures. Screened in patio with outside storage overlooking the pond. Community offers its residents 2 swimming pools, gym, tennis - and basket ball court. Located within minutes to shopping, entertainment and Interstate 4. Call and schedule your viewing today !
301 CLARK ST #2, MAITLAND, FL 32751
$1,57586 Days on yellowkey MLS ID: S5145324
Bed: 2 Bath: 1.0 Gar: 2 Liv Area Sq Ft: 1100 Built: 1964Community: AcreageSingle Family
Remarks: Charming 2-Bedroom, 1-Bath Rental in the Heart of Maitland Welcome to this cozy and private 2-bedroom, 1-bath rental, perfectly situated in the desirable Maitland area. This well maintained unit offers a warm and inviting living area along with a functional kitchen equipped with a stove and microwave, ideal for comfortable, everyday living. Enjoy true peace of mind with water and electricity included in the rent, providing a simple, hassle-free lifestyle with no surprise bills. The location offers quick and easy access to shopping centers, dining options, parks, and major roadways, making daily commutes and errands a breeze. Whether you're a young professional, a small family, or anyone seeking a practical and comfortable place to call home, this property checks all the boxes. Don't miss the opportunity to enjoy convenient, low-maintenance living in one of Central Florida's most sought-after communities. One or more photos in this listing have been digitally retouched/enhanced for presentation purposes.
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Laury Cruz Penalo De Gomez (407-456-3371)
301 CLARK ST, MAITLAND, FL 32751
$1,09986 Days on yellowkey MLS ID: S5145295
REDUCED by $101 (8.4%) on 05/26/2026
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 540 Built: 1964Community: AcreageSingle Family
Remarks: Charming and private 1-bedroom, 1-bath rental located in the heart of Maitland. This well maintained unit features a comfortable living space, a functional kitchen equipped with a stove and microwave, and a cozy layout designed for easy living. One of the best features of this rental is that water and electricity are included in the monthly rent, offering added convenience and predictable monthly expenses with no separate utility bills. Conveniently located near shopping, dining, major highways, Downtown Orlando, and Winter Park. Move-in ready and available now. Some listing photos have been virtually enhanced
1475 LAKE SHADOW CIR #6107, MAITLAND, FL 32751
$1,52531 Days on yellowkey MLS ID: S5149104
0 Days Off yellowkey (back on 6/2/2026)
REDUCED by $75 (4.7%) on 06/01/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1111 Built: 2000Community: Visconti West CondoCondo
Remarks: Available NOW! $0 Application Fee for Pre-Approved Applicants + First month rent-free. A lovely 2/2 unit includes a 1-car garage and is situated within the secure, gated Visconti Community. This home is a wonderful place for those who value a peaceful retreat without sacrificing the energy of the city, offering a bright and welcoming atmosphere to come home to at the end of the day. Ideally located for quick access to I-4 and the 408, this home is just minutes from Winter Park, Downtown Orlando, and the Maitland Center Business Park. Residents enjoy proximity to a variety of local shopping, dining, and entertainment in a well-maintained environment. And, it comes with an attached parking garage. Please note that HOA approval is required for all residents. INQUIRE NOW!
Listing is courtesy of: MILA REALTY (407-569-8899)
Listing Agent: Valentina Naumenko (407-569-8899)
1100 LAKE SHADOW CIR #2302, MAITLAND, FL 32751
$1,62528 Days on yellowkey MLS ID: O6405519
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1111 Built: 2000Community: Visconti WestCondo
Remarks: Stunning - renovated 2 bed condo in resort style community of Visconti. Featuring all new designer paint, plush carpeting, LED lighting and ceiling fans. large open floorpan with outside balcony, a gourmet kitchen with full appliance package and washer and dryer. Free water, sewer and valet trash. Community offers its residents 2 swimming pools overlooking Lake Shadow, Gym, Tennis - and basket ball court and car wash area. Located within minutes to major shopping, entertainment and Interstate 4.
1225 LAKE SHADOW CIR #14305, MAITLAND, FL 32751
$1,550167 Days on yellowkey MLS ID: O6367269
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1048 Built: 2000Community: Visconti EastCondo
Remarks: Stunning 2 bed 2 bath condo on third floor in resort style community of Visconti. This stylish unit features designer paint, plush new carpeting, 2 master suites, LED lighting and a gourmet kitchen with direct access to laundry room with full size washer and dryer hook ups. Community offers its residents 2 swimming pools overlooking Lake Shadow, Fitness gym, Tennis - and basket ball court and playground. Located within minutes to shopping, Entertainment and I-4. Available now !
1125 LAKE SHADOW CIR #5106, MAITLAND, FL 32751
$1,30063 Days on yellowkey MLS ID: O6395545
0 Days Off yellowkey (back on 5/30/2026)
REDUCED by $100 (7.1%) on 05/05/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 672 Built: 2000Community: Visconti West CondoCondo
Middle School: Lockhart Middle
Remarks: Beautiful 1 bedroom,1 bath condo of Visconti of approximately 672 square feet. The community offers, Two resort-style swimming pools and spa, State of the art fitness center Basketball, tennis, sand volleyball courts and Car wash center. Floring, New appliances. Vinyl floring in Ready. Don't miss this opportunity, Call today for more Details.
Listing is courtesy of: MAGNUS REALTY GROUP LLC (407-286-6042)
Listing Agent: Manuel Minier (407-340-0966)
1771 TIPPICANOE TRL, MAITLAND, FL 32751
$4,2959 Days on yellowkey MLS ID: O6410671
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1702 Built: 1959Community: Dommerich Estates 1St AddSingle Family
Remarks: Renovated, open concept 4 bed, 2 bath home *** Beautiful quite neighborhood *** Granite and marble countertops *** Wood cabinets and soft close drawers *** Lots of windows and light in the home *** Primary Bedroom on opposite side of home from other Bedrooms *** Interior Laundry Room and Pantry *** Lots of storage space *** Double vanity in Primary Bath *** Large walk in closet in Primary Bedroom*** Large fenced back yard *** Lovely paver patio
Listing is courtesy of: VIA PROPERTIES LLC (321-229-6085)
Listing Agent: Donna Peebles (321-229-6085)
1150 LAKE SHADOW CIR #3203, MAITLAND, FL 32751
$1,57555 Days on yellowkey MLS ID: O6397624
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1048 Built: 2000Community: ViscontiCondo
Remarks: Come enjoy the Visconti lifestyle! Great location near Maitland Office Park and only 10 miles to downtown Orlando. Gorgeous, gated community with resort-style amenities including a lakefront pool, fitness center, tennis courts, playground and more. This 2-bedroom, 2-bath, 2nd floor condo is available immediately with recent updates like brand new carpet, fixtures, refrigerator, etc. The open living, kitchen, dining area has wonderful natural light and a screened balcony with a storage closet. Great price for this community! No pets please.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Karen Ledet (407-463-2303)
16 EATON ST, MAITLAND, FL 32751
$2,40010 Days on yellowkey MLS ID: O6410011
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1323 Built: 1970Single Family
Elementary School: Hungerford Elem
Remarks: Bright and airy 3-bedroom, 2-bath home with laminate flooring throughout. The spacious kitchen offers ample counter space and opens to the living area. Enjoy a large, low-maintenance backyard with turf. Convenient to everything Maitland and Winter Park have to offer. Washer and dryer included.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Franki Gonzalez (954-918-4665)
2652 QUEEN MARY PL, MAITLAND, FL 32751
$3,75043 Days on yellowkey MLS ID: O6398390
0 Days Off yellowkey (back on 5/23/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1823 Built: 1996Community: Brittany GardensSpa: NoSingle Family
Elementary School: English Estates Elementary
High School: Lake Howell High
Middle School: South Seminole Middle
Remarks: One or more photo(s) has been virtually staged. This meticulously maintained, single story residence in Maitland is detailed with quality finishes throughout. The outdoor area has just undergone a complete renovation with a new screened porch, fence, landscaping, sprinkler system and paver accents. A split floor plan offering three bedrooms, two bathrooms, foyer, formal dining room, living room, open kitchen and screened porch. The fully appointed kitchen features High End Stainless Steel Gas Appliances, 42 inch wood cabinets with crown accents, upgraded hardware and fixtures, granite counter-tops, island, stone back splash, snack bar and ample counter space. Inviting Open Living Room with Gas Fireplace accented with Tile and Mill-work as well and sliders that open to a charming screened porch. Impressive Master Retreat with Walk-In Closet, Dual Sinks, Garden Tub and Separate Shower. Planked Tile Flooring, Plantation Shutters, New Front Door, Ceiling Fans, Arched Niches and Architectural Details can be found throughout the home. For those of you who have distinguished tastes, welcome home. No multiple tenants, No smoking inside the property, Pets are at the owner's sole discretion. Lawn Care and Pest Control are included in the rental, Washer and Dryer are included, No Short Term Rentals, Minimum of 12 months lease. Application Fees are non refundable. Please note this property will not be coming up for sale and the owner is not interested in a lease purchase.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Erin Tompkins (321-231-2262)
250 CEDARWOOD DR, MAITLAND, FL 32751
$1,85020 Days on yellowkey MLS ID: O6407901
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1967Community: Lakewood Shores 1St AddHalf Duplex
Remarks: Spacious one-story DUPLEX - 2 bedroom, 2 bath - located on a quiet cul-de-sac in Maitland. Exterior painted last year, but all photo's do not reflect the new blue/grey paint color. This clean and well-maintained unit features tile flooring throughout the main living areas, carpet in the bedrooms, a separate dining room, inside laundry room, and an additional bonus room or enclosed porch that offers flexible living space. The home includes a range, dishwasher, disposal, plenty of closet space, a fully fenced yard area, and a one-car carport with additional parking. Conveniently located near lake access and Maitland Community Park, with highly rated schools nearby.
Listing is courtesy of: SANDRONI HOLDINGS REAL ESTATE LLC (407-509-2911)
Listing Agent: Debra Lombardi Lemay (407-509-2911)
2430 DELORAINE TRL, MAITLAND, FL 32751
$3,99514 Days on yellowkey MLS ID: O6409572
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1961 Built: 1965Community: Highland Park Estates First AddSingle Family
Remarks: Live in this beautiful 4/2 pool home in the Dommerich area! Pool and lawn care are included! Enjoy the formal living and dining room with all appliances and washer/dryer. This home has wood floors and tile throughout! Great Location next to top rated schools, Dommerich Elementary, Maitland Middle, and Winter Park High! Also close to Maitland Community Parks! *Bonus Amenity Included* -All residents are enrolled in the Resident Benefits Package (RBP) for $49.95/month which includes liability insurance, credit building to help boost the resident’s credit score with timely rent payments, up to $1M Identity Theft Protection, HVAC air filter delivery (for applicable properties), move-in concierge service making utility connection and home service setup a breeze during your move-in, our best-in-class resident rewards program, on-demand pest control, and much more! More details upon application. Pet friendly home (possible with approval and non refundable pet fee).
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: Shawn Beard (407-739-7722)
1325 LAKE SHADOW CIR #12108, MAITLAND, FL 32751
$1,85014 Days on yellowkey MLS ID: O6408925
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1111 Built: 2000Community: Visconti WestCondo
Remarks: Luxury Maitland condo in Gated Visconti Community. This ground level 2 bedroom, 2 bathroom condo is move-in ready. Hardwood and tile flooring throughout and all appliances included. Screened patio overlooking fountain pond and includes a storage space. This condo also includes a 1 car private garage. Amenities include, pool, tennis and basketball courts, clubhouse, gym and gated access.
Listing is courtesy of: ALL ACCESS REALTY, INC (407-325-0777)
Listing Agent: Nabil Ghandour (407-325-0777)
932 ROBINHOOD CT, MAITLAND, FL 32751
$1,89586 Days on yellowkey MLS ID: O6388474
REDUCED by $80 (4.1%) on 05/18/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1241 Built: 1980Community: OakwoodHalf Duplex
Remarks: Great duplex in Maitland! Freshly painted, Newer stainless steel kitchen appliances. Tile throughout, screened in porch, on quiet cul-de-sac. Very near Shopping, Restaurants, SunRail boarding literally down the street. 3 Bedrooms, 2 Baths, 2 Car Garage. Lawncare included in rent. Sorry NO Pets.
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Jackie O'Leary (407-718-0887)
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