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Highland Park Estates Homes for Sale

2050 Thunderbird Trail, Maitland
$749,000
4 Beds ⋅ 3 Baths ⋅ Highland Park Estates SubDv. ⋅ 32751 Zip Code
Timeless Florida Charm in the Heart of Dommerich this classic ranch is ideally situated in Maitland's highly sought-after neighborhood. Combining the character of an established home with thoughtful updates and room to make it your own, this property offers an exceptional opportunity in a location that continues to be in high demand. The renovated kitchen provides a fresh, inviting space for everyday living, while improvements including a roof (2018), windows (2019), A/C (2020), and water heater (2020) add to the home's appeal. A spacious addition with vaulted ceilings and a fourth bedroom featuring a private ensuite bath creates a desirable split-bedroom floor plan, offering flexibility and privacy for family and guests. Situated on a generous 9,600-square-foot lot, the property offers plenty of room to bring your vision to life. Whether that includes a resort-style pool and cabana, an expanded primary suite, or a beautifully designed outdoor entertaining area, there is exciting potential to create a home tailored to your lifestyle. Zoned for Dommerich Elementary, Maitland Middle, and Winter Park High School, this home is ideally positioned to enjoy the lifestyle that makes Maitland so desirable. Spend your Sunday mornings exploring the Maitland Farmers' Market and enjoy the charm, local shops, dining, and sense of community that define this established neighborhood. With its timeless Florida appeal, generous lot, and possibilities for the future, this is a wonderful opportunity to put down roots in Dommerich and make it your own.

2050 Thunderbird Trail, Maitland

2491 Lauder Drive, Maitland
$1,174,999
5 Beds ⋅ 4 Baths ⋅ Highland Park Estates First Add SubDv. ⋅ 32751 Zip Code
**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.**Completely reimagined and renovated, this artfully crafted stunning 5-bedroom, 4-bath residence offers approximately 2,695 square feet of on a spacious corner lot in one of Maitland's most desirable established neighborhoods. The home features an exceptional blend of modern design, luxury finishes, and functional living spaces, including a sparkling pool and expansive outdoor entertaining areas. Step inside to discover an impressive open-concept floor plan highlighted by wide-plank luxury flooring, designer lighting, oversized windows, and a dramatic double-sided tiled fireplace that serves as the centerpiece of the main living areas. The gourmet kitchen has been thoughtfully designed with Kitchen-aid "Black-Ore" Professional series applainces, custom shaker cabinetry, quartz countertops, a large center island, designer backsplash, butlers pantry with wine fridge, and abundant storage, creating the perfect space for everyday living and entertaining. The spacious primary suite offers a private retreat with generous proportions, elegant finishes, and a beautifully appointed spa-inspired bathroom featuring dual vanities, custom cabinetry, a frameless glass walk-in shower, and designer fixtures. Additional bedrooms provide flexibility for family, guests, home offices, or multi-generational living. Outdoor living is equally impressive with a screened covered lanai overlooking the newly resurfaced pool and expansive paver deck, creating a resort-style setting ideal for entertaining year-round. The large fenced backyard offers plenty of room for recreation, pets, and outdoor enjoyment. Located just minutes from Park Avenue, Winter Park, Maitland City Centre, top-rated schools, dining, shopping, and major roadways, this turnkey residence offers luxury living in a prime Central Florida location. A rare opportunity to own a fully renovated pool home that combines timeless architecture with today's most sought-after finishes and amenities.

2491 Lauder Drive, Maitland

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Orange County › Maitland › Highland Park Estates

Highland Park Estates, Maitland

Highland Park Estates is a 1960s neighborhood in east Maitland, in the 32751 zip code. Homes are block and stucco, predominantly single story. Most homes fall between about 1,800 and 2,900 square feet under air, the median lot is roughly a quarter acre, and a two car garage is standard.

Most of Highland Park Estates carries no mandatory HOA.

What the homes are

  • Built Essentially all built in the 1960s.
  • Construction Block and stucco. Shingle roofs are near universal.
  • Style Ranch, Traditional. Predominantly single story.
  • Size Most homes fall between about 1,800 and 2,900 square feet under air.
  • Bedrooms Four bedrooms is the most common plan, then three.
  • Garage A two car garage is standard.
  • Lot The median lot is roughly a quarter acre.
  • HOA Most of the neighborhood carries no mandatory HOA. Confirm on a specific parcel before relying on it.

Where Highland Park Estates is

Highland Park Estates, centered at 28.637931, -81.335778. Drag to explore.
Street level, inside the neighborhood. Drag to look around.

Drive times below are measured on the road network from the center of Highland Park Estates, not straight-line distance, in free-flowing traffic. Treat them as the floor rather than the school-run average.

Driving toTimeMiles
Downtown Orlando22 min11.6
Walt Disney World36 min30.7
Orlando International Airport34 min25.0
Universal Orlando29 min18.8

Public schools nearby

  • Dommerich Elementary School 4 min, 0.8 mi
  • English Estates Elementary School 3 min, 1.1 mi
  • Casselberry Elementary School 10 min, 3.2 mi
  • Sterling Park Elementary School 10 min, 3.1 mi

Private schools nearby

  • Lake Forrest Preparatory School 6 min, 2.0 mi
  • Advance Learning Academy 6 min, 1.7 mi

Parks and recreation

  • Kewannee Park 2 min, 0.7 mi
  • Howell Branch Preserve 4 min, 1.2 mi
  • Kings Row Park 6 min, 1.4 mi
  • Branch Tree Park 5 min, 1.5 mi

Groceries and errands

  • Florida Baby Food Center, Inc., WIC Store 6 min, 1.7 mi
  • Royal International Food Market 5 min, 1.7 mi
  • DG Market 6 min, 1.9 mi
  • Publix Super Market at Casselberry Commons 7 min, 1.9 mi

Nearest is not the same as zoned. The schools above are the closest ones to Highland Park Estates by distance. School attendance zones are set by the district, change from year to year, and can differ street to street inside one neighborhood. Confirm the assignment for a specific address with Orange County Public Schools before it matters to a decision.

Places and drive times from Google, checked 20 September 2026. Businesses open and close; if something here has changed, tell me and I will correct it.

This page tracks what homes in Highland Park Estates actually sold for over the last twelve months, how long they took, and what moved the price. It is built from 8 verified closed sales in the Stellar MLS feed, not from public estimates. Every figure is a net-of-concessions number, which is explained at the bottom. Updated November 2026.

What homes sold for in Highland Park Estates

$632,532Median sale price
$317Median per square foot
15 daysMedian days to contract
8Homes sold in 12 months

Sale prices ran from $549,000 to $973,600, which is a wide spread and the reason a single neighborhood median is a starting point rather than an answer.

By size

Home sizeSalesMedian priceMedian $/sq ftMedian days
2,000 to 3,000 sq ft6$731,250$32928 days

A price per foot taken from the whole neighborhood should never be applied straight to one house.

Price cuts and time to contract

Median days to go under contract. Shorter is better.

Never reduced 5 sales, closed at 100% of asking2 days
Reduced at least once 3 sales, closed at 97.5% of the reduced price111 days

Sellers who held their number went under contract in a median 2 days. Sellers who had to reduce took 111 days and still closed at 97.5% of their already reduced price, after a typical cut of $45,000.

Seller concessions

38%Of sales included a seller credit
$1,500Typical credit when there was one
3 of 8Sales carrying a credit

A seller credit covers part of the buyer's closing costs and comes off the seller's proceeds, so the headline sale price overstates what the seller kept. Budget for it if you are selling, and ask for it if you are buying.

How buyers paid

Cash 4 sales50%
Conventional 4 sales50%

Cash was 50% of purchases. A high cash share means a seller has buyers who do not depend on an appraisal, and a buyer using a loan is competing against offers that can close faster.

Questions about a specific home in Highland Park Estates, or want to know what yours would sell for?
Call or text Brenden Rendo at 407-616-9019 or send a message.

About this data. Source is the Stellar MLS feed for Highland Park Estates in Maitland, Orange County, covering closed sales from 7 November 2025 through 2 November 2026, refreshed monthly and current as of November 2026. Prices are net of seller concessions, so they reflect what the seller actually received rather than the headline number. Data believed accurate but not guaranteed; listings and closings change daily.

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