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2450 Derbyshire Road, Maitland
$700,000
4 Beds ⋅ 3 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code
Located in the highly desirable English Estates community, this beautifully renovated home blends modern updates with comfortable Florida living. Thoughtfully redesigned throughout, the home offers four spacious bedrooms and updated bathrooms, including a private primary suite featuring a spa-inspired bath and a custom walk-in closet with built-in shelving and organization. The open-concept kitchen flows seamlessly into the main living and dining areas and features quartz countertops, custom shaker cabinetry, stainless steel appliances, and an oversized peninsula ideal for everyday living and entertaining. Additional upgrades throughout the home include marble accents, upgraded recessed lighting, and a double-sided fireplace that adds warmth and character to the main living spaces. Large windows, including a custom back door slider, oversized aquarium-style window, and expansive kitchen window, bring in abundant natural light and overlook the backyard and pool area. Outside, the private backyard retreat is designed for both relaxing and entertaining, complete with a resort-style pool, updated coping, a new energy-efficient pool pump, custom fencing, and a brand-new paver pool deck. Situated on nearly half an acre and just minutes from the shops, restaurants, and parks of Winter Park, this home offers a great combination of style, privacy, and location.

2450 Derbyshire Road, Maitland

2464 Derbyshire Road, Maitland
$550,000
3 Beds ⋅ 3 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code
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!

2464 Derbyshire Road, Maitland

2570 Derbyshire Boulevard, Maitland
$545,000
4 Beds ⋅ 3 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code
Virtually Staged. Welcome to 2570 Derbyshire Blvd, a fully transformed 4-bedroom, 3-bathroom Maitland pool home where modern design meets effortless Florida living. This top-to-bottom renovation delivers both style and tranquility, featuring a brand-new 2026 roof, all-new windows, and a newly refinished pool. Inside, the heart of the home is the stunning designer kitchen with quartz countertops, brand-new soft-close cabinetry, and a sleek, open layout that flows seamlessly into the main living and dining areas. All three bathrooms have been completely updated with modern finishes and a comfortable feel. The flexible floor plan offers four spacious bedrooms, perfect for families, guests, or a home office. Step outside to your private backyard retreat and enjoy the freshly refinished pool and shaded yard perfect for relaxing or hosting year-round in the Florida sun. Don't miss out on the chance of making this house your home!

2570 Derbyshire Boulevard, Maitland

1220 Winston Road, Maitland
$525,000
4 Beds ⋅ 2 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code
Welcome to this completely reimagined 4 bedroom, 2 bath, single story home in Maitland's English Estates. 1220 Winston Road features a completely open kitchen with beautiful granite counter tops, 42" cabinets, marble backsplash, newer kitchen appliances, and a breakfast bar. From here you have views to the living room and the gorgeous custom accent wall with built-in lighting. Two generous sized bedrooms to the right share a jack-n-jill bathroom, and have fantastic storage and natural light. The master bedroom is a suite of its own and hosts TWO walk-in closets and an oversized primary bathroom with dual sinks. The 4th bedroom is across the primary bedroom and would make a great den, office, nursery, or guest room. Just off the kitchen, you’ll find an adorable mudroom with newer washer and dryer, pantry storage, and a built-in wooden bench—because real life deserves smart design. Outside, the fully fenced backyard provides plenty of room to relax or entertain, while a separate paved parking pad offers space for an additional vehicle, boat, or future shed. English Estates is known for its strong sense of community and low turnover, with an optional HOA that hosts neighborhood events like the annual fall festival. The location is hard to beat: quick access to 436, 17-92, Red Bug Lake Road, and the I-4 Express Lanes via the Maitland Boulevard exit makes commuting to Downtown Orlando smooth, even during rush hour. Bottom line: this is one of those homes that checks the boxes and feels good the moment you walk in.

1220 Winston Road, Maitland

1291 Oxford Road, Maitland
$410,000
3 Beds ⋅ 2 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code
Virtually Staged. HUGE PRICE IMPROVEMENT!!! Move-In Ready Maitland Gem in English Estates! Welcome home to this charming 3-bedroom, 2-bath residence offering convenient one-story living in the highly desirable English Estates community. Blending modern updates with a touch of mid-century modern character, this home is truly turnkey. Step inside to find luxury vinyl plank and ceramic tile flooring throughout—no carpet anywhere. The updated kitchen features granite countertops, 42-inch cabinetry, stainless steel appliances, and a breakfast bar perfect for casual dining and entertaining. The spacious living room flows seamlessly into the dining area, creating an open and inviting atmosphere. The private primary suite includes an en-suite bathroom, while the generously sized secondary bedrooms provide flexibility for family, guests, or a home office. A separate den/family room offers additional living space and opens to a covered, screened porch overlooking the expansive fenced backyard—ideal for outdoor gatherings, pets, and play. Major updates provide peace of mind, including New Roof (2024) HVAC System (2021) Whole-House Repipe (2021) Irrigation System (2022) Septic Drain Field (2018) Double-Pane Windows, New Sod (2026) Additional features include a 2-car garage, paver driveway, covered front porch, and fresh paint. Conveniently located near shopping, dining, parks, and major roadways, with easy access to Winter Park and surrounding Central Florida attractions. Plus, enjoy the benefit of highly regarded Seminole County Public Schools. Beautifully updated, exceptionally maintained, and truly move-in ready—this is a home you won't want to miss!

1291 Oxford Road, Maitland

1241 Manchester Rd, Maitland
$375,125
3 Beds ⋅ 2 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code
Welcome to 1241 Manchester Road, a spacious 3-bedroom, 2-bath home with over 2,000 sq ft of living space in the heart of Maitland. This solid block construction home, situated on a corner lot, offers incredible potential for new owners to bring their vision to life and make it their own. Inside, you’ll find generous living areas, a glassed Florida room, a breakfast nook adjacent the kitchen, a separate formal dining, family, and living/great room. Create the layout that suits your lifestyle best. With a newer roof and AC, much of the heavy lifting has already been done, leaving you free to focus on adding your personal touch. A quiet street in the desirable English Estates community, this property is ideal for those seeking a family home with character, comfort, and room to grow. An optional Homeowner’s Association offers a sense of community without the hefty fee. Don't miss the chance to transform this Maitland gem into your dream home!

1241 Manchester Rd, Maitland

2340 Derbyshire Road, Maitland
$369,000
3 Beds ⋅ 2 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code
Offered for the first time in 42 years, this 3-bedroom, 2-bath home is located in the highly desirable English Estates community in Seminole County. With spacious living areas, quality construction, and timeless character, this home offers a wonderful opportunity to make it your own. A circular driveway provides ample parking with plenty of room for multiple vehicles, including an RV or boat. Inside, the home features a formal living room with a wood-burning fireplace and traditional mantle. The kitchen includes a cozy eat-in dining area centered around a second wood-burning brick fireplace, while the adjacent family room is filled with natural light from a wall of windows overlooking the backyard. All three bedrooms are generously sized, including an oversized primary suite with a walk-in closet. Recent updates include a new roof (2020) and a whole-house generator (2018). Additional features include a well solely for the sprinkler system, a walk-in attic, attic fan, backyard fruit trees, and flood lights. English Estates is one of Maitland's most established neighborhoods, offering Seminole County schools and convenient access to shopping, dining, parks, major roadways, and Downtown Orlando. From this location you are less than 10 minutes to the I-4 Express lanes to get to downtown in 20 minutes total, you are 15 minutes to the hustle and bustle of Winter Park Village and all surrounding shops and restaurants. This is a rare opportunity to own a home that has been lovingly cared for and is ready for its next owner.

2340 Derbyshire Road, Maitland

2570 Derbyshire Road, Maitland
$361,200
4 Beds ⋅ 3 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code
Discover potential in this spacious four-bedroom, three-bathroom home in the desirable English Estates area of Maitland. With original terrazzo floors hidden under the carpeting, a large living-dining room combination, and an updated kitchen that opens to the family room, featuring sliding glass doors to the covered patio and screened-in swimming pool, this property offers ample opportunity for a fresh new look. The large lot measures 75’ x 120’. Assigned public schools are English Estate Elementary, South Seminole Middle, and Lake Howell High School. This is truly a dream home for someone with the vision to transform it with care, or a savvy flipper seeking their next exciting project.

2570 Derbyshire Road, Maitland

2464 Derbyshire Road, Maitland
$359,706
3 Beds ⋅ 2 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code
Auction Property. Welcome to this inviting home offering comfortable living spaces and a thoughtful, functional layout. The residence features practical amenities and well-appointed rooms designed for everyday convenience and relaxation. This three-bedroom, two-bathroom property in the sought-after English Estates community presents excellent investment potential with no HOA restrictions. The eat-in kitchen, open-flow design, and convenient garage laundry provide ease of living, while the generous lot in this established suburban neighborhood allows ample opportunity for future enhancements or expansion. Ideally located just seven minutes from Super Walmart and with quick access to Highway 436, residents will appreciate the close proximity to shopping, dining, and daily necessities. Whether you’re looking to renovate, update, or reposition the home, this property offers the flexibility to tailor it to your vision and long-term investment goals. With its desirable location, solid structure, and versatile potential, this home provides a strong foundation for creating value through strategic improvements in a well-positioned suburban setting. Schedule your private showing today and discover the comfort, convenience, and opportunity this wonderful home has to offer.

2464 Derbyshire Road, Maitland

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