Location: Maitland
Do Not Show Listings
1501 DRUID ISLE RD, MAITLAND, FL 32751
$4,950Listed 06/25/2026 9:21AM MLS ID: O6418221
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 3000 Built: 1971Community: Druid IsleSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: LAKESIDE LIVING in Maitland, Florida! Nestled canal front with direct access to Lake Charity, this vintage block home is built like a fortress with all the modern luxuries of today. A unique home for those who desire authenticity in both design and quality. A side entry garage leads to a courtyard like entrance with a marble path and asian influenced landscape. Double doors open into an expansive footprint with 3 large bedrooms, 2 baths and over 3,000 sq ft of living space. A 42 x 12 sunroom overlooking the water pays homage to the nostalgic Florida charm of this decade. No expense was spared when renovating this interior. Luxurious finishings and professional installation can make all the difference! Especially noted in the kitchen and baths! Upon entering, a Balsato Beige Porcelain fireplace wall anchors the space with plenty of areas to create conversational seating, a designer’s dream! The kitchen island is open to the entire living space with tons of storage and a double waterfall edge in Taj Mahal Quartzite. The perimeter counters are done in beautiful Bora Bora Quartz by Sharifstone. Real wood cabinetry in white dove compliments the earth tones giving a more transitional than modern vibe. Brushed gold hardware, lighting & plumbing fixtures are the perfect “jewelry” for the space! All new high end appliances convey. A brick fireplace graces the dining/living room wall (sounding like a song), yet another functional design opportunity to really create a home that works for YOU. There’s plenty of spots for an office, although not formally mentioned and the ability to use some of the square footage to create an additional “room” if needed. The primary suite closet takes the cake with all the fun features a dream closet should have! The ensuite bath has a lovely vanity with Quartz tops, dual sinks and a gorgeous shower with designer tile and a frameless glass door. Hardware is all in a matte black. The additional 2 bedrooms share a bath that has also had a complete remodel! This home is move in ready with a timeless style throughout. Flooring is a cohesive blend of tile and luxury vinyl plank. With ideal proximity to fine dining & shopping in Maitland, Winter Park’s infamous Park Avenue and the Theme Parks, you’ll find yourself “staycationing” a little more often! Also available to purchase.
Listing is courtesy of: LAKEFIELD REALTY GROUP LLC (407-383-6497)
Listing Agent: Autumn Makin (352-455-0044)
821 MULBERRY ST #D, MAITLAND, FL 32751
$2,00088 Days on yellowkey MLS ID: O6394591
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 920 Built: 1961Community: Ford & Warren SubCondo
Remarks: Come and Rent this cozy 2-bedroom, 1-bathroom apartment. Strategically situated just minutes from downtown Orlando, Winter Park, and Altamonte Springs, it is the perfect balance between comfort and convenience. Unfurnished, the comfortable home is ready to be occupied and enjoyed straight away. With electricity and internet already installed, you'll have everything you need to get settled in quickly. From a working professional looking to be near work to someone who loves to soak up the local culture, the centrally located apartment is the perfect beginning. Don't let the opportunity slip to make this beautiful property your next home.
Listing is courtesy of: RICKARD AND ASSOCIATES REAL ES (407-326-4303)
Listing Agent: Kevin Rickard (407-326-4303)
1135 GROVE ST #146, MAITLAND, FL 32751
$2,05041 Days on yellowkey MLS ID: S5149479
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1565 Built: 1979Community: Park Lake Twnhs Ph 02Townhouse
Elementary School: Dommerich Elem
High School: Edgewater High
Middle School: Maitland Middle
Remarks: Welcome home to this two-story corner-unit townhome, offering both privacy and convenience just minutes from I-4. This residence features 3 bedrooms and 2.5 bathrooms with a comfortable and functional layout designed. The main level includes open living and dining areas and kitchen. A conveniently located first-floor laundry room. Upstairs, primary suite stands out with its own private balcony overlooking the community pool. Additional 2 bedrooms provide flexibility for guests, family, or a home office. Outside, a fenced patio area next to the garage offers the perfect setting for grilling or outdoor gatherings. Residents also enjoy access to community amenities, including a refreshing pool.
Listing is courtesy of: AVID REALTY LLC (689-241-5233)
Listing Agent: Johany Utrera (407-749-8680)
1000 WINDERLEY PL #128, MAITLAND, FL 32751
$2,40013 Days on yellowkey MLS ID: O6416298
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1275 Built: 1982Community: Sun Bay Club CondoCondo
Elementary School: Lake Sybelia Elem
Middle School: Lockhart Middle
Remarks: Welcome to your own tropical retreat! This spacious 2-bedroom, 2-bath residence invites you in with warmth, light, and character. Rich cherry wood floors enhance the living and dining areas, while bathrooms feature elegant travertine stone finishes. The kitchen shines with granite countertops and stainless-steel appliances, while the open layout, cozy fireplace, and oversized sliding doors create the perfect balance between comfort and Florida living. Beyond your front door, discover one of the community’s best-kept secrets: a sparkling pool overlooking a serene lake, tennis courts, and lush tropical surroundings. Whether you’re enjoying your morning coffee by the water, catching a breathtaking sunset, or simply unwinding in the Adirondack chairs, every day feels like a getaway.
Listing is courtesy of: DOVER INTERNATIONAL CO., INC. (407-333-0711)
Listing Agent: Roxana Barea (786-371-8691)
551 FLEMMING WAY #201, MAITLAND, FL 32751
$1,1502 Days on yellowkey MLS ID: O6419531
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 550 Built: 1973Community: Carrington Park A CondoCondo
Elementary School: English Estates Elementary
High School: Lake Howell High
Middle School: South Seminole Middle
Remarks: Welcome home to this cozy and well-maintained 1-bedroom, 1-bathroom second-floor condo located in the desirable Carrington Park community. This charming unit features a spacious walk-in closet, an open and comfortable living area, and a convenient location within the community. The building is situated directly across from the laundry facility, with one of the community pools located just behind the building for easy access and enjoyment. Ideally located near Winter Park, Downtown Orlando, major highways, shopping malls, UCF, Valencia College, and Rollins College
Listing is courtesy of: PARKVIEW REAL ESTATE (407-312-6472)
Listing Agent: Miranda Azer (407-312-6472)
1770 ALGONQUIN TRL, MAITLAND, FL 32751
$3,8003 Days on yellowkey MLS ID: O6418917
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1689 Built: 1958Community: Dommerich Estates 1St AddSingle Family
Remarks: Welcome to 1770 Algonquin Trail in Maitland, where modern updates meet an unbeatable location. This beautifully renovated 4-bedroom, 2-bath home offers the perfect combination of style, comfort, and convenience. Step inside to discover a stunning updated kitchen featuring solid wood cabinetry, quartz countertops, custom backsplash, and stainless steel appliances. Waterproof laminate flooring flows throughout the home, creating a clean, contemporary feel with easy maintenance. Both bathrooms have been tastefully renovated with modern finishes, while abundant natural light fills the spacious living areas. Major updates including a newer roof, updated AC system, energy-efficient dual-pane windows, updated plumbing and electrical systems provide peace of mind and energy savings. Outside, enjoy the impressive curb appeal with a paver driveway and a spacious yard perfect for relaxing, entertaining, or enjoying Florida's beautiful weather. Located in a desirable Maitland neighborhood with optional HOA and lake access, this home places you just minutes from shopping, dining, parks, major roadways, and everything Central Florida has to offer. Don't miss this opportunity to lease a move-in ready home in one of Maitland's most sought-after locations. Schedule your private showing today!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Ashley Fulford (407-580-9342)
16 EATON ST, MAITLAND, FL 32751
$2,25032 Days on yellowkey MLS ID: O6410011
REDUCED by $50 (2.2%) on 06/22/2026
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)
1150 LAKE SHADOW CIR #3203, MAITLAND, FL 32751
$1,57577 Days on yellowkey MLS ID: O6397624
0 Days Off yellowkey (back on 6/21/2026)
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)
2075 HOWELL BRANCH RD #101, MAITLAND, FL 32751
$1,45022 Days on yellowkey MLS ID: S5151186
REDUCED by $50 (3.3%) on 06/15/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 875 Built: 1967Condo
Remarks: ***Move-In Special! Sign a lease by July 15 and receive 25% OFF your second full month's rent!*** Available Now! This charming 2-bedroom, 1-bathroom end unit in Maitland is perfectly situated within walking distance to grocery stores, restaurants, and shopping—and just minutes from Downtown Winter Park, Full Sail University, Rollins College, Advent Health Winter Park, and so much more! This property is walkable to everyday conveniences, & quick access to major highways for easy commuting. Water, trash, and sewer are included in the rent—one less bill to worry about and no HOA approval required! No Pets. Contact us to schedule your showing today!
Listing is courtesy of: CENTRAL FLORIDA REALTY MANAGEMENT LLC (407-542-4403)
Listing Agent: Kevan Patel (407-491-3559)
916 ROBINHOOD CT, MAITLAND, FL 32751
$2,19922 Days on yellowkey MLS ID: O6411330
REDUCED by $50 (2.2%) on 06/19/2026
Bed: 3 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1201 Built: 1979Community: OakwoodHalf Duplex
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)
914 ROBINHOOD CT, MAITLAND, FL 32751
$2,04922 Days on yellowkey MLS ID: O6411314
REDUCED by $50 (2.4%) on 06/19/2026
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
$1,49523 Days on yellowkey MLS ID: O6412985
0 Days Off yellowkey (back on 6/19/2026)
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 #4207, MAITLAND, FL 32751
$1,95049 Days on yellowkey MLS ID: O6405768
0 Days Off yellowkey (back on 6/18/2026)
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1372 Built: 2000Community: Visconti WestCondo
Remarks: Great 4 bedroom condo available in a fantastic gated community. Visconti has a lot to offer its residents, from swimming pool, tennis, basketball, nature walks, fitness center, club house, etc. This community is located in close proximity to I-4 and Maitland exchange.
Listing is courtesy of: CAPITAL REALTY GROUP FLORIDA (407-447-7253)
Listing Agent: Mona Rodriguez (407-447-7253)
1140 S ORLANDO AVE #E2, MAITLAND, FL 32751
$1,550122 Days on yellowkey MLS ID: O6382940
REDUCED by $145 (8.6%) on 04/30/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 612 Built: 1971Community: Lake Maitland Terrace AptsCondo
Remarks: Live the lakefront lifestyle in this beautifully updated 1-bedroom condo located in the iconic mid-century modern community of Lake Maitland Terrace. Freshly painted and completely refreshed, this residence features brand-new appliances, a brand-new air conditioning system, and stunning new wood flooring throughout the main living areas. The bedroom offers sleek, modern concrete flooring—adding to the authentic mid-century aesthetic and contemporary feel. Nestled directly on Lake Maitland—the largest lake on the Winter Park Chain of Lakes—you’ll enjoy immediate access to boating, kayaking, canoeing, fishing, and water-skiing. A community dock is on-site, and the City of Maitland public boat ramp is conveniently located next door. Boat slips may be available upon request. This unbeatable location places you just one block from Lake Lily and Fort Maitland Park, and only minutes from Park Avenue. Walk to the Maitland Farmers Market, local restaurants, coffee shops, gym, dry cleaning, barber shop, boba tea, and more—all just across the street. Bike to Park Avenue for premier shopping, dining, and entertainment. Residents of Lake Maitland Terrace enjoy a newer community pool, lakefront clubhouse with spectacular views (available to reserve for private events), on-site laundry facilities, free unlimited water, and twice-weekly valet trash service. Experience maintenance-free living in one of Central Florida’s most desirable lakefront communities—where mid-century charm meets modern convenience.
Listing is courtesy of: METRO CITY REALTY (407-237-3331)
Listing Agent: Beatrice Miranda (407-592-4448)
2430 DELORAINE TRL, MAITLAND, FL 32751
$3,99536 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 (239-486-9939)
1150 LAKE SHADOW CIR #3102, MAITLAND, FL 32751
$1,70013 Days on yellowkey MLS ID: S5151824
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1111 Built: 2000Community: Visconti EastApartment
Remarks: Coming Up July 1st!!! Live the Florida Resort Life style at the Visconti Condominium. Gated community, community pool, playground, open parking. This 1st floor condo has ceramic flooring throughout, full laundry on site. Come and make this cozy condo your new home. Washer and Dryer are complementary appliances.
Listing is courtesy of: FUSION FLORIDA REALTY LLC (407-692-2590)
Listing Agent: Jose Solano (407-717-5497)
520 SENECA TRL, MAITLAND, FL 32751
$2,45045 Days on yellowkey MLS ID: O6406219
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1496 Built: 1958Community: Dommerich Estates 1St AddSingle Family
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)
2640 LEGACY VILLAS DR, MAITLAND, FL 32751
$1,84520 Days on yellowkey MLS ID: O6414135
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1280 Built: 2000Condo
Remarks: 2/2, 2 Car Garage, Three Story Condominium, Living Room, Dining Room, Kitchen Appliances Included: Stove, Refrigerator, Disposal, Microwave and Dishwasher, Bonus Room, Inside Closet Utility Room with Washer and Dryer Hookups, Walk in Closets, Carpet and Tile Throughout Home, Gated Community with Community Pool, Clubhouse, Fitness Center, Playground, BBQ Grills, Pest Control Included by HOA, Pets Ok, NO SMOKING, Year Built: 2000/ 1280 Sqft.
Listing is courtesy of: LEGENDS REALTY (407-333-1010)
Listing Agent: Tina Lopez (407-333-1010)
2517 CAPER LN #205, MAITLAND, FL 32751
$1,049105 Days on yellowkey MLS ID: O6390279
REDUCED by $51 (4.6%) on 06/10/2026
Remarks: **GREAT LOCATION**CLOSE TO EVERYTHING** Cozy one Bedroom 2nd floor with no upstairs neighbors and pool view. New laminate floors and granite countertop. The mailbox, laundry room and pool are only few steps away. Water, sewer & Trash included in rent.Walking distance to Publix, Starbucks and many other stores (Casselberry Commons Plaza). It is also just a 10 min drive to Full Sail University and a 30-minute drive to the parks. Convenient to Semoran Boulevard. Community features club house, 2 community pools, fitness center, playground, and 2 laundry rooms. We accept Section8 vouchers. Schedule a showing today…. You won’t be disappointed.
Listing is courtesy of: MAYOLET REALTY LLC (407-491-4893)
Listing Agent: Mayolet Bornas Moreira (407-491-4893)
1440 LAKE SHADOW CIR #8304, MAITLAND, FL 32751
$1,55020 Days on yellowkey MLS ID: O6413768
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1048 Built: 2000Community: Visconti WestCondo
Remarks: Beautiful 2-bedroom, 2-bathroom condo located in the highly sought-after, gated community of Visconti in Maitland. This bright and airy floor plan offers an exceptionally open layout designed to maximize natural light throughout. The kitchen overlooks a spacious living and dining area, creating a seamless flow that is perfect for both everyday living and entertaining. Step outside to your private balcony with additional storage, ideal for relaxing and enjoying the Florida lifestyle. Vaulted ceilings enhance the sense of space, adding to the home’s open and inviting feel. Residents of Visconti enjoy resort-style living with an impressive list of amenities, including: -Resort-style pool overlooking Lake Shadow -Wi-Fi access at the pool deck -Gated community with controlled access -Car wash area -On-site laundry facilities -Clubhouse -Fully equipped fitness center -Playground and more Experience the perfect blend of comfort, convenience, and lifestyle in one of Maitland’s most desirable communities. Pets Not Allowed! HOA Approval is required prior to move-in $100.00 HOA Application Fee each person HOA processing time is 30 days Tenant Liability Insurance **Required**
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Carissa Lawhun (407-207-2220)
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