Displaying: For Sale
Location: Maitland
Property Type(s): Single Family
Living Area Square Feet: 1500 to 1999
Do Not Show Listings
Maitland - 31 properties found
2154 FENNELL ST, MAITLAND, FL 32751
$420,00043 Days on yellowkey MLS ID: O6406585
1 Days Off yellowkey (back on 6/3/2026)
REDUCED by $10,000 (2.3%) on 05/27/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1642 Built: 1997Monthly Fee: $18 Tax: $1,809 (2025)Community: WinfieldSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,809
Elementary School: Lake Sybelia Elem
High School: Edgewater High
Tax Year: 2025
Middle School: Lockhart Middle
Remarks: Under contract-accepting backup offers. Welcome to this meticulously maintained, one-owner home on a quiet corner lot bordering Fennell Park in Winfield. This 3-bedroom, 2-bath split floor plan features a freshly painted interior and new luxury vinyl plank flooring throughout the main areas. Recent upgrades include a 2021 HVAC for peace of mind going into summer. Relax in the oversized family room or retreat to the private primary suite with access to the back patio. Step through sliding glass doors to a fully fenced backyard oasis, complete with mature landscaping and a custom outdoor kitchen featuring granite counters and a built-in grill—perfect for hosting. Located in a family-friendly community with a low HOA, you'll enjoy top-rated schools and a prime location near the Maitland Business Center and Downtown Orlando. This home is situated near shopping, dining, entertainment, and key Central Florida roadways. Tranquility meets total convenience; schedule your private showing today!
Listing is courtesy of: PARK PLACE REALTY ASSOCIATES (407-878-0607)
Listing Agent: Barrett Espinola (407-617-3189)
623 GREEN MEADOW AVE, MAITLAND, FL 32751
$500,000134 Days on yellowkey MLS ID: O6380203
REDUCED by $25,000 (4.8%) on 06/03/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1909 Built: 1970 Tax: $2,070 (2024)Community: Forest Brook 3Rd SecSingle Family
Taxes:$2,070
Elementary School: English Estates Elementary
High School: Lake Howell High
Tax Year: 2024
Middle School: South Seminole Middle
Remarks: Welcome to this beautifully maintained two-owner concrete block home offering the perfect blend of comfort, character, and exceptional Florida outdoor living — all with NO HOA and a prime Central Florida location. A majestic Kapok tree creates impressive curb appeal while a lush, vine-covered trellis welcomes you to the front entrance, setting the stage for the charm found throughout. Inside, the open-concept floorplan is designed for both comfortable everyday living and effortless entertaining. The heart of the home is the stunning kitchen, highlighted by a tongue-and-groove ceiling, stylish pendant lighting, and a chef-inspired gas range that makes cooking and gathering a pleasure. Bright, open living spaces create an inviting atmosphere from the moment you walk in. The spacious primary suite provides a relaxing retreat, while three additional bedrooms and two full bathrooms offer flexibility for family, guests, or work-from-home needs. An oversized two-car garage provides abundant storage and functionality. Step outside and discover your own private backyard oasis. Enjoy year-round outdoor living from the screened patio and pergola-covered entertaining area overlooking a beautifully terraced backyard leading down to peaceful pond frontage and a sparkling inground pool — creating the perfect setting for relaxing, entertaining, or enjoying tranquil water views. Conveniently located just minutes from Full Sail University, shopping, dining, and major commuter routes, with easy access to Winter Park, Casselberry, Winter Springs, and Altamonte Springs, this home combines privacy, convenience, and lifestyle in one exceptional package. Major update: Roof replaced in 2021. Schedule your private showing today and experience Florida living at its finest.
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: John Muccigrosso, Pa (407-234-6330)
1905 POINSETTA LN, MAITLAND, FL 32751
$499,00045 Days on yellowkey MLS ID: O6406934
0 Days Off yellowkey (back on 6/2/2026)
REDUCED by $11,900 (2.3%) on 06/01/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1864 Built: 1970 Tax: $3,353 (2025)Community: NorthgateSingle Family
Taxes:$3,353
Remarks: Under contract-accepting backup offers. Big vibes and even bigger possibilities! Say Hello to easy Florida living! This stylish 4-bedroom, 2-bath Maitland home delivers bright natural light, functional living spaces, and room for everyone to spread out. Whether you’re hosting game nights, working from home, or enjoying quiet mornings with coffee on the patio, this home checks all the boxes. A backyard perfect for entertaining and soaking up the sunshine! Prime location close to everything Central Florida has to offer! This one is ready to impress!
Listing is courtesy of: SYNCHRONICITY REAL ESTATE SOLUTIONS (407-617-2378)
Listing Agent: Michelle Terry (407-617-2378)
1230 HOLLYRIDGE TRL, MAITLAND, FL 32751
$534,900107 Days on yellowkey MLS ID: O6389346
0 Days Off yellowkey (back on 5/22/2026)
REDUCED by $40,000 (7.0%) on 05/05/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1641 Built: 1983 Tax: $1,955 (2024)Community: Dommerich Woods Unit 2Single Family
Taxes:$1,955
Remarks: Dommerich Woods gem! Tucked away on a cul-de-sac street in one of Maitland’s most sought-after neighborhoods, this beautifully updated 3-bedroom, 2-bath block home is the one you’ve been waiting for. Move-in ready and genuinely charming from the moment you walk in. The open floor plan feels airy and welcoming, with vaulted ceilings and natural light pouring through every room. The living room centers around a classic brick fireplace that anchors the space perfectly, while the kitchen is a true standout-quartz countertops, stainless appliances, 40-inch soft-close shaker cabinets and a built-in pantry. The layout flows effortlessly between living, dining and family spaces, making it as functional as it is inviting. The split bedroom layout offers great privacy for everyone. The primary suite is a real retreat- vaulted ceiling, spacious walk-in closet and a completely redone en-suite bath with a lovely garden window. Both bathrooms have been given a fresh, modern look that feels clean and polished. The updates list is long and impressive: newer LVP flooring throughout, AC (2022), water heater (2023), roof replaced in 2016, replumbed in 2008, newer paint inside and out, newer light fixtures and ceiling fans. Laundry is indoors and connects right to the two-car garage-a detail you’ll appreciate daily. Out back, the expansive yard is a genuine sanctuary. Mature trees, lush landscaping and total privacy make it the kind of space you’ll actually use. A large shed with 50-amp power is ready for a workshop, hobby space or serious storage-and with NO HOA, bring the toys too! Just minutes from Kewannee Park, the Seminole bike trail and easy access to major roads and local shops and restaurants. It’s a rare find in a neighborhood where homeowners rarely leave. Come take a look.
Listing is courtesy of: BOWERBIRD REALTY (407-716-0239)
Listing Agent: Stephanie Doucette (407-716-0239)
2464 DERBYSHIRE RD, MAITLAND, FL 32751
$550,00038 Days on yellowkey MLS ID: O6409021
0 Days Off yellowkey (back on 5/28/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1860 Built: 1963 Tax: $1,559 (2025)Community: English Estates Unit 2Single Family
Taxes:$1,559
Remarks: Under contract-accepting backup offers. Fully renovated pool home on a desirable corner lot in the highly sought-after English Estates with NO HOA! This move-in-ready 3-bedroom, 2 and 1/2 bath residence showcases extensive recent upgrades and modern finishes throughout, offering the perfect blend of style, comfort, and functionality. Brand-new roof, new fence, new flooring throughout, fresh interior and exterior paint, updated electrical, updated windows and doors, modernized kitchen and bathrooms, upgraded lighting and fixtures, updated cabinets and countertops, and new appliances. Additional enhancements include new baseboards, plumbing updates for an added half bath, professional landscaping with new mulch and plants, and pool equipment upgrades including a new motor and pool pump. The inviting open floor plan features spacious living areas filled with natural light, a beautifully updated eat-in kitchen, and thoughtfully renovated bathrooms designed for modern living. The garage laundry area adds convenience, while the expansive corner lot provides excellent curb appeal and additional outdoor space for entertaining, relaxing, or future enhancements. Ideally located just minutes from Highway 436, shopping, dining, schools, parks, and everyday conveniences, this property offers both exceptional lifestyle appeal and strong long-term value. Whether you are searching for a primary residence, seasonal home, or investment opportunity, this extensively upgraded property is truly move-in ready. Schedule your private showing today and experience the quality, upgrades, and convenience this exceptional English Estates home has to offer!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Angela Worachek Pllc (503-381-1575)
612 GREEN MEADOW AVE, MAITLAND, FL 32751
$490,00065 Days on yellowkey MLS ID: O6401412
5 Days Off yellowkey (back on 5/27/2026)
REDUCED by $10,000 (2.0%) on 05/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1707 Built: 1970 Tax: $5,400 (2024)Community: Forest Brook 3Rd SecSpa: YesSingle Family
Taxes:$5,400
Remarks: Under contract-accepting backup offers. Welcome to a home that doesn’t just check boxes — it supports your lifestyle. Tucked into one of Maitland’s beloved neighborhoods, Forest Brook, this delightful property blends comfort, practicality, and a little everyday serenity. *Lots of new since 2023: Whole house generator, 20’x12’ shed, front and back sod (just completed 4/2026), renovated driveway, gutters, vinyl fence in backyard & so much more!!* Home oozes charm showcasing a sunny yellow exterior with shutter details, white columns on covered front porch, fresh Florida style landscaping, finished concrete driveway, all leading you to covered front entry with pretty leaded glass front door. Step inside to tiled foyer entry and you’ll find a split floor plan offering privacy, flow, and room to spread out — whether you’re hosting, working from home, or simply enjoying a quiet morning. Separate formal dining room complete with sparkling chandelier and French door to patio has yard views. Generous living room has wood floors, new ceiling fan and wall of windows with double French doors to patio plus Plantation shutters. Inviting kitchen is a true gathering spot with a large island with seating on both sides, not to mention all the counter space, white cabinetry, complete stainless steel appliance package and new window above sink. Dedicated office/bonus space has ceiling fan and French door to patio with Plantation shutters. Spacious primary suite flaunts Plantation shutters, new ceiling fan, a walk-in closet plus an en-suite bath with adult height dual vanities, private commode and tiled shower stall. Two guest bedrooms on the other side of the home share updated bath with stylish modern vanity, dual sinks, decorative framed mirrors, chic light and a tub/shower combo. Unwind out back on the oversized covered and screened patio with dual ceiling fans offering lots of gathering space. Every room on the backside of the home contains a French door making it the perfect opportunity for that indoor-outdoor feel. Oversized backyard is fully fenced, freshly sodded and creates the perfect lush, green space ready for play, pets, gardening or gatherings. 20’x12’ shed is a dream for storage lovers or anyone who needs extra space – double doors, tons of room and endless possibilities. No power outages here! A whole house generator keeps life running smoothly no matter the weather. No scrambling, no stress — just uninterrupted comfort and security. Tree lined streets and quick access to parks, major connectors like 436, 414, N Orlando Avenue, Howell Branch Rd/Horatio, Red Bug Rd plus the YMCA, Advent Health and endless dining and shopping options like the Maitland City Center, Downtown Winter Park and so much more— it’s the kind of place where life feels a little easier and a lot more enjoyable!
Listing is courtesy of: FLORIDA HOME TEAM REALTY LLC (407-774-8100)
Listing Agent: Stacy Wayne (407-415-9484)
104 TANGELO CT, MAITLAND, FL 32751
$675,00031 Days on yellowkey MLS ID: O6403054
0 Days Off yellowkey (back on 5/26/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1850 Built: 1956 Tax: $4,493 (2025)Community: Hollieanna ShoresSingle Family
Taxes:$4,493
Elementary School: Dommerich Elem
High School: Winter Park High
Middle School: Maitland Middle
Remarks: Welcome to this updated 3 bedroom, 2 bath, plus office home located in sought-after Hollieanna Shores.
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Wendy Williams Crumit (321-356-8590)
2134 KORAT LN, MAITLAND, FL 32751
$364,50040 Days on yellowkey MLS ID: O6401286
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1642 Built: 1998Monthly Fee: $18 Tax: $5,340 (2025)Community: WinfieldSingle Family
Taxes:$5,340
Remarks: All highest and best offers due by 10:00 AM EST on 5/21/26. Welcome home! This inviting three-bedroom, two-bathroom residence in the heart of Maitland combines everyday convenience with a comfortable living environment ready for years of memories. As you step inside, vaulted ceilings draw the eye upward, creating a sense of openness throughout the interior, while its functional design delivers multiple living areas, a spacious primary suite, and flexible secondary bedrooms, perfect for life’s ever-changing needs. The thoughtful floor plan boasts a natural flow between living areas, bedrooms, and the screened patio, creating a residence that feels both spacious and intimate; ideal for day-to-day life and entertaining guests. The new HVAC System, new Water Heater, and fresh exterior paint add to the list of positives, allowing for peace of mind for years to come. Beyond the interior, a partially covered screened lanai extends the living space, offering a sheltered retreat, with a fenced backyard to maximize privacy. Location-wise, this property places you in the heart of the action near vibrant shopping, dining, and entertainment options. Within one mile, you will find multiple restaurants, shopping plazas, and the Orlando Sportsplex/Ice Den, providing everyday needs at your doorstep. For days when you want to venture further, you are less than five miles from the Winter Park Village, Altamonte Mall, College Park, medical services, multiple golf courses and sports fields, various parks and nature trails, and immediate highway access, which allows for a straightforward journey to anywhere in Central Florida and beyond. Schedule your private showing today and experience the convenience of this move-in-ready property firsthand.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY (407-203-0007)
Listing Agent: Joseph Doher (407-203-0007)
601 ORANOLE RD, MAITLAND, FL 32751
$385,900354 Days on yellowkey MLS ID: O6324872
3 Days Off yellowkey (back on 5/21/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1950 Built: 1958 Tax: $4,216 (2024)Community: Oakland Shores 3Rd Add RepSingle Family
Taxes:$4,216
Elementary School: Lake Orienta Elementary
High School: Lyman High
Middle School: Milwee Middle
Remarks: Under contract-accepting backup offers. Back on the market with renewed momentum. Nestled in one of Maitland's most sought-after neighborhoods, this fully renovated 3-bedroom, 2-bathroom home offers the perfect blend of modern comfort and timeless charm, ideal for families ready to make new memories. From the moment you step inside, you're greeted by an abundance of natural light and an open, airy layout that instantly feels like home. The heart of the house, the newly renovated kitchen features sleek stone countertops and new appliances, making it perfect for family meals and holiday gatherings. Step outside to the screened-in patio and picture slow mornings with coffee in hand, or peaceful evenings unwinding from a long day in the spacious backyard. Whether hosting a barbecue or enjoying a quiet night under the stars, this outdoor space is made for relaxation! Located just minutes from top-rated schools, grocery stores, dining, and major highways and less than 10 miles from the natural beauty of Wekiwa Springs State Park. This home offers the convenience you need and the lifestyle you've been dreaming of. Don't miss this opportunity to plant roots and grow in a home that has it all. Schedule your private tour today and discover the warmth, space, and charm waiting for your family.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Kay Shilling (407-716-9861)
200 SPARTAN DR, MAITLAND, FL 32751
$525,00087 Days on yellowkey MLS ID: O6394981
REDUCED by $15,000 (2.8%) on 05/12/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1830 Built: 1962 Tax: $5,197 (2025)Community: Cool-More SubSingle Family
Taxes:$5,197
Elementary School: None
High School: None
Middle School: None
Remarks: More photos to come soon! Welcome to 200 Spartan Dr, a beautifully updated 3/2 (with bonus room and large laundry room) pool home in the heart of Maitland. The interior has been thoughtfully opened up by removing walls between the living area and kitchen, creating a much more spacious and modern feel, and a large island was added to make the kitchen the center of the home. The home also features a bonus room offering great flexibility for a home office, workout space, or hobby room. Outside, enjoy a private pool and backyard space perfect for relaxing or entertaining. Conveniently located near shopping, dining, parks, and major roadways, this home offers comfort, functionality, and a great Maitland location. Roof, HVAC, and Water heater from 2018.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Nick Mandiola (407-453-0190)
1928 SOUTH BLVD, MAITLAND, FL 32751
$479,90053 Days on yellowkey MLS ID: R4910950
1 Days Off yellowkey (back on 5/8/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1879 Built: 1969 Tax: $3,564 (2024)Community: NorthgateSingle Family
Taxes:$3,564
Remarks: Under contract-accepting backup offers. A rare Maitland find that combines a spacious 4-bedroom layout. Enjoy the freedom of a non-flood zone and no HOA fees or restrictions. The "Big Three" are already done: Roof (2022), HVAC (2023), and Water Heater (2024). Bonus: Original windows successfully passed all 4-point and wind mitigation inspections. Inside, a wide-open interior is flooded with natural light, featuring newly installed recessed lighting and a newer refrigerator (1 year old). Relax on the large screened-in porch overlooking a private, fully fenced backyard. Steps from Aldi and minutes from Trader Joe's and Whole Foods in Winter Park. Ideally situated near both the Winter Park Library and the Seminole Casselberry Library. Major updates, prime location, and zero HOA. Buy with total confidence: A pre-listing home inspection was completed last week, and the reports (4 Point and WM) are available at no cost! Schedule your private tour today! Note: Some interior photos feature previous owner-occupant staging to highlight design potential. Property is tenant-occupied until June 30th.
Listing is courtesy of: LAWHUN ENTERPRISES IV, LLC DBA: FLORIDA REALTY INVESTMENTS IV (407-207-2220)
Listing Agent: Doori Sung (407-630-1638)
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