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Oak Forest Homes for Sale

855 Benchwood Drive, Winter Springs
$499,000
4 Beds ⋅ 3 Baths ⋅ Oak Forest Unit 3 SubDv. ⋅ 32708 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.** Welcome to 855 Benchwood Drive in Winter Springs, a spacious 4-bedroom, 3-bathroom home situated in the established Oak Forest community. Offering approximately 2,268 square feet of living space, the home features an open floor plan designed to bring the main gathering areas together while providing flexibility for everyday living and entertaining. One of the four bedrooms is currently used as a home office, creating a dedicated workspace that can easily adapt to other needs. The interior offers generous living areas filled with natural light, along with a functional connection between the kitchen, dining, and main living spaces. The bedrooms provide plenty of room for family and guests, while three full bathrooms add convenience throughout the home. The flexible office can also serve as a guest room, hobby space, or additional bedroom as needed. Outside, the backyard is designed for enjoying the Florida lifestyle with a private in-ground pool and spa, surrounded by an expansive pool deck with plenty of space for lounging and entertaining. A covered patio provides a shaded area for outdoor dining and relaxing, while mature landscaping adds character to the outdoor setting. Public listing records also note the property sits on approximately 0.37 acre, providing additional yard space around the outdoor living areas. Located in Oak Forest, the home is close to neighborhood recreation, including Trotwood Park, as well as shopping, dining, and everyday conveniences throughout Winter Springs. The location also provides convenient access to Tuskawilla Road, SR 434, SR 417, and I-4, making surrounding Seminole County and Greater Orlando destinations easily accessible.

855 Benchwood Drive, Winter Springs

943 March Hare Court, Winter Springs
$569,999
4 Beds ⋅ 2 Baths ⋅ Oak Forest Unit 5 SubDv. ⋅ 32708 Zip Code
Hurry!! This sophisticated, private, and beautifully updated, 943 March Hare Court offers an exceptional Florida lifestyle in one of Winter Springs’ sought-after family communities with optional HOA!!! Tucked away on a quiet cul-de-sac, this residence combines thoughtful modern updates with an extraordinary level of privacy rarely found in a neighborhood setting. From the moment you enter, the home showcases a beautifully refreshed interior featuring new insulation, all-new Simonton windows, and elegant wood-look tile flooring that flows throughout the main living spaces. The updated kitchen is designed for both everyday living and entertaining, featuring contemporary finishes and modern quartz countertops with waterfall that provide a timeless, upscale aesthetic. The updated bathrooms continue the home’s cohesive, modern design. The outdoor living experience is truly the centerpiece of this property. The private pool and expansive backyard create a resort-like setting ideal for entertaining, relaxing, and enjoying the Florida lifestyle year-round. The home backs directly to conservation, providing a peaceful natural backdrop and an exceptional sense of seclusion. Due to the home’s positioning, neighboring residences are virtually hidden from view, allowing the backyard to feel remarkably private. A partially fenced yard (sides are fenced but not along conservation) adds functionality and privacy, while the fire pit creates an inviting gathering space for evenings outdoors. The epoxy flake garage floor adds another polished, practical touch to the home and completes the upgraded feel. With its combination of designer-inspired updates, new windows and insulation, private pool, conservation backdrop, fenced yard, fire pit, cul-de-sac location, 943 March Hare Court offers a rare opportunity to enjoy elevated living in a peaceful Winter Springs setting. This home won't last schedule a showing today! Roof Replaced September 24, 2021 and A/C around 2020.

943 March Hare Court, Winter Springs

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Seminole County › Winter Springs › Oak Forest

Oak Forest, Winter Springs

Oak Forest is a neighborhood in east Winter Springs, in the 32708 zip code, built mostly in the 1980s. Homes are block and stucco, predominantly single story. Most homes fall between about 1,700 and 2,200 square feet under air, the median lot is roughly a quarter acre, and a two car garage is standard.

Oak Forest has an optional homeowners association rather than a mandatory one, so there is no deed restricted membership to inherit. Dues run about $35 annually for those who join. Confirm the position on a specific parcel before relying on it.

What the homes are

  • Built Mostly built in the 1980s, with homes from 1979 to 2021.
  • Construction Block and stucco. Shingle roofs are near universal.
  • Style Ranch, Contemporary, Traditional. Predominantly single story.
  • Size Most homes fall between about 1,700 and 2,200 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 Optional rather than mandatory, so there is no deed restricted membership. Dues run about $35 annually for those who join. Confirm on a specific parcel before relying on it.

Where Oak Forest is

Oak Forest, centered at 28.679747, -81.272752. 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 Oak Forest, not straight-line distance, in free-flowing traffic. Treat them as the floor rather than the school-run average.

Driving toTimeMiles
Downtown Orlando27 min18.1
Orlando International Airport31 min24.0
Winter Park24 min10.5
Heathrow and Lake Mary offices29 min19.4

Public schools nearby

  • Keeth Elementary School 4 min, 1.2 mi
  • Winter Springs High School 8 min, 2.5 mi
  • Rainbow Elementary School 8 min, 3.0 mi
  • Red Bug Elementary School 8 min, 3.5 mi

Parks and recreation

  • Trotwood Park 5 min, 1.4 mi
  • Trottwood Park 4 min, 1.5 mi
  • Oak Hollow Park 12 min, 4.5 mi
  • Ranchlands Park 9 min, 4.1 mi

Groceries and errands

  • ALDI 7 min, 2.2 mi
  • Publix Super Market at Winter Springs Town Center 7 min, 2.1 mi
  • The Fresh Market 9 min, 3.0 mi
  • Walmart Neighborhood Market 8 min, 3.2 mi

Nearest is not the same as zoned. The schools above are the closest ones to Oak Forest 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 Seminole County Public Schools before it matters to a decision.

Places and drive times from Google, checked 9 September 2026. Businesses open and close; if something here has changed, tell me and I will correct it.

This page tracks what homes in Oak Forest actually sold for over the last twelve months, how long they took, and what moved the price. It is built from 21 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 October 2026.

What homes sold for in Oak Forest

$475,000Median sale price
$241Median per square foot
42 daysMedian days to contract
21Homes sold in 12 months

Sale prices ran from $397,000 to $750,000, 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
Under 2,000 sq ft14$447,872$24634 days
2,000 to 3,000 sq ft6$499,500$23364 days

Larger homes usually show a lower price per square foot. That is normal and it is why a price per foot taken from the whole neighborhood should never be applied straight to one house.

What a pool is worth here

Homes with a private pool sold at a median $253 per square foot against $241 without one, a difference of $12 per square foot. That comes from 10 sales with a pool and 11 without.

Homes priced right sold far faster

Median days to go under contract. Shorter is better.

Never reduced 10 sales, closed at 99.2% of asking12 days
Reduced at least once 11 sales, closed at 99.8% of the reduced price51 days

Sellers who priced correctly and held their number went under contract in a median 12 days. Sellers who had to reduce took 51 days and still closed at 99.8% of their already reduced price, after a typical cut of $10,000. Opening high costs time and money, in that order.

Seller concessions

62%Of sales included a seller credit
$12,722Typical credit when there was one
13 of 21Sales 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

Conventional 19 sales90%
VA 2 sales10%

Cash was 0% 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 Oak Forest, 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 Oak Forest in Winter Springs, Seminole County, covering closed sales from 13 October 2025 through 8 October 2026, refreshed monthly and current as of October 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.