1729 GOLFSIDE DRIVE, Winter Park, FL 32792
OFF MARKET

$693,900

Trulia Estimate
  • 4 Beds
  • 2 Baths
  • 2,372 sqft

1729 GOLFSIDE DRIVE, Winter Park, FL 32792

Est. Refi. Payment $4,993/mo*
Refinance Your Home
Currently Off Market - Sold Oct 20, 2025 for $700,000

Home Value

Trulia Estimate
$694K
Since last month
Decreased$10K (-1.4%)
Since last year
Decreased$28K (-3.9%)
Since last sale
Decreased$7K (-1%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +80% in the last 10 years
MonthEstimated value
2026
September 2026$693K
August 2026$695K
July 2026$703K
June 2026$708K
May 2026$702K
April 2026$696K
March 2026$689K
February 2026$693K
January 2026$695K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1712 GOLFSIDE DRIVE, Winter Park, FL
0.05
Single-Family Home
$750,000
01/08/26
4
2
2,111
1717 GOLFSIDE DRIVE, Winter Park, FL
0.03
Single-Family Home
$830,000
02/24/26
4
2
2,020
1507 GOLFSIDE DRIVE, Winter Park, FL
0.20
Single-Family Home
$610,000
09/19/25
3
2
2,003
1523 GOLFSIDE DRIVE, Winter Park, FL
0.18
Single-Family Home
$649,000
04/17/26
4
2
1,936
1346 GOLFSIDE DRIVE, Winter Park, FL
0.27
Single-Family Home
$699,450
11/19/25
4
2
1,829
1210 FAIRWAY DR, Winter Park, FL
0.08
Single-Family Home
$480,000
05/21/26
3
2
1,737
1648 CYPRESS POINT LANE, Winter Park, FL
0.10
Single-Family Home
$899,000
11/21/25
4
2.5
2,455
1108 FAIRWAY DRIVE, Winter Park, FL
0.19
Single-Family Home
$710,000
06/23/26
3
2
1,677

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
1717 GOLFSIDE DRIVE, Winter Park, FL 32792
0.03
$830,000
4
2
2,020
Recently Sold
1712 GOLFSIDE DRIVE, Winter Park, FL 32792
0.05
$750,000
4
2
2,111
Recently Sold
1210 FAIRWAY DR, Winter Park, FL 32792
0.08
$480,000
3
2
1,737
Recently Sold
1640 CYPRESS POINT LANE, Winter Park, FL 32792
0.10
$648,000
3
2
1,704
Off Market
1648 CYPRESS POINT LANE, Winter Park, FL 32792
0.10
$899,000
4
2.5
2,455
Recently Sold
1139 FAIRWAY DRIVE, Winter Park, FL 32792
0.12
$694,900
4
2
2,385
Off Market
1000 S SEMORAN BOULEVARD #302, Winter Park, FL 32792
0.14
$110,000
1
1
796
For Sale
1000 S SEMORAN BOULEVARD #305, Winter Park, FL 32792
0.14
$115,000
1
1
735
For Sale
1000 S SEMORAN BOULEVARD #306, Winter Park, FL 32792
0.14
$138,000
1
1
796
For Sale
1000 S SEMORAN BOULEVARD #404, Winter Park, FL 32792
0.14
$138,000
1
1
776
For Sale
1000 S SEMORAN BOULEVARD #408, Winter Park, FL 32792
0.14
$138,000
1
1
776
For Sale

Local Information

  • Map ViewExplore the area around 1729 GOLFSIDE DRIVE.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1981
2,372 sqft
$293/sqft
2 Car Garage

About this House

MULTIPLE OFFERS. The Sellers are calling for highest and best offer submissions by Monday, September 15th at 5:00 PM. Golfside living, beautifully reimagined. From the moment you step inside, your eyes are drawn to serene water and golf course views — a daily reminder of why this address is so special. This 4-bedroom, 2-bath retreat in Winter Park Pines marries timeless charm with thoughtful modern updates — from the warmth of a wood-burning fireplace to a dream kitchen dressed in quartz, honeycomb tile, and designer lighting. A versatile dining or flex space invites effortless entertaining or the perfect work-from-home setting. The Florida room, bathed in natural light, creates a seamless connection between indoor comfort and the picturesque landscape beyond — a space to linger over morning coffee or unwind at sunset. The primary suite feels like a private sanctuary with peaceful views of the water and rolling fairways. Its en-suite bath, fully reimagined in 2023, offers dual vanities, shiplap accents, and a glass walk-in shower with rainfall and handheld features — a retreat designed for pure exhale. Three additional bedrooms, well-appointed with ceramic flooring and ceiling fans, provide both comfort and flexibility. A second fully renovated bath shines with brushed gold fixtures, quartz vanity, and carefully curated tile work. Step outside to the brick paver patio with motorized retractable awning, where mornings glow and evenings linger against a backdrop of water and golf course greens. A city-permitted fenced side yard adds storage for a boat, camper, or weekend toys. This home’s updates bring peace of mind: new roof (2024), dual hybrid water heater (2024), garbage disposal (2025), plumbing upgrades (2020–2025), all-new ductwork and insulation (2022), new garage door motor and springs (2025), plus a serviced HVAC system every 6 months. Ideally located near Winter Park Pines Golf Club, Cady Way Trail, pool, playground, tennis and pickleball courts, Ward Park, and A-rated schools (Brookshire Elementary, Glenridge Middle, Winter Park High), this home is equally close to Rollins, UCF, and Full Sail. With Park Avenue, AdventHealth Winter Park, Crosby Wellness, and everyday shopping minutes away, where convenience meets connection. Practical and picturesque. Light-filled and lifestyle-rich. A Winter Park home where every detail — and every view — feels like home.
1729 GOLFSIDE DRIVE, Winter Park, FL 32792 is a 4 bedroom, 2 bathroom, 2,372 sqft single-family home built in 1981. It last sold for the $700,000 asking price on Oct 20, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $693,900, with a rent estimate of $3,603/month.
Last check for updates: about 2 hours ago
Listed by Rebecca Bininger Junod, (407) 230-3650
KELLER WILLIAMS WINTER PARK, (407) 545-6430
Bought with: Nick Romero, (407) 990-3695, CHARLES RUTENBERG REALTY ORLANDO, (407) 622-2122
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6339454
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511

Home Details for 1729 GOLFSIDE DRIVE

Interior Features

Interior Details
Number of Rooms: 11Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Primary Bathroom, Bathroom 2, Den, Florida Room, Great Room, Kitchen, Laundry
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 2372 Square Feet
Appliances & Utilities
Utilities: BB/HS Internet Available, Cable Available, Electricity Available, Phone Available, Public, Sewer Available, Street Lights, Underground Utilities, Water AvailableAppliances: Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Freezer, Microwave, Refrigerator, WasherDishwasherDisposalDryerLaundry: Inside,Laundry RoomMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Fireplace: Family Room, Wood BurningHas a FireplaceNo Spa
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Window: Blinds, Shades, Storm Window(s)Flooring: Ceramic Tile
Levels, Entrance, & Accessibility
Stories: 1Levels: OneFloors: Ceramic Tile
View
Has a ViewView: Golf Course, Water, Pond

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Front Porch, Patio, Rear PorchFencing: WoodVegetation: Mature Landscaping, Trees/LandscapedExterior: Awning(s), Rain GuttersFoundation: SlabNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Garage Attached
Frontage
WaterfrontWaterfront: Pond, Pond AccessResponsible for Road Maintenance: Public Maintained RoadRoad Surface Type: Paved, AsphaltOn Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 20

Property Information

Year Built
Year Built: 1981
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch
Building
Construction Materials: Block, StuccoNot a New ConstructionNo Additional ParcelsDoes Not Include Home Warranty
Property Information
Parcel Number: 162230319002050

Price & Status

Price
List Price: $700,000
Status Change & Dates
Off Market Date: Tue Sep 16 2025Possession Timing: Close Of Escrow

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: WINTER PARKCommunity: GREENVIEW AT WINTER PINES
School Information
Elementary School: Brookshire ElemJr High / Middle School: Glenridge MiddleHigh School: Winter Park High

Building

Building Area
Building Area: 2914 Square Feet

Community

Community Features: Golf Carts OK, Park, Playground, Pool, Restaurant, Sidewalks, Tennis Court(s)Not Senior Community
Other
Playground

HOA

Association for this Listing: Orlando RegionalNo HOA

Lot Information

Lot Area: 8442 sqft

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional, FHA, VA Loan

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: O6339454Water ViewWater View: Water, PondShowing Considerations: Pet(s) on PremisesShowing Requirements: Appointment Only, See Remarks, ShowingTimeUniversal Property Id: US-12095-N-162230319002050-R-N

Additional Information

Golf Carts OKParkPlaygroundPoolRestaurantSidewalksTennis Court(s)

Price and Tax history

DateEventPrice
Oct 20, 2025
Source: Stellar MLS #O6339454
Sold
$700,000
Sep 16, 2025
Source: Stellar MLS #O6339454
Pending
$700,000
Sep 9, 2025
Source: Stellar MLS #O6339454
PriceChange
$700,000
Price decreased by 3%
Aug 27, 2025
Source: Stellar MLS #O6339454
Listed For Sale
$725,000
Apr 16, 2013
Source: N/A
Sold
$310,000

Market trends in Winter Park

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$455K
$4.03KMoM
Sale-to-List Price
98.1%
0.1%MoM
Price per sq ft
$281
$6MoM
Available listings
382
13MoM

Around this home

What Locals Say about Winter Park

At least 596 Trulia users voted on each feature.

  • 91 % Say it's dog friendly

  • 84 % Say there are sidewalks

  • 84 % Say car is needed

  • 80 % Say parking is easy

  • 74 % Say there's holiday spirit

  • 70 % Say yards are well-kept

  • 68 % Say it's quiet

  • 67 % Say streets are well-lit

  • 65 % Say people would walk alone at night

  • 62 % Say it's walkable to restaurants

  • 62 % Say kids play outside

  • 57 % Say it's walkable to grocery stores

  • 52 % Say they plan to stay for at least 5 years

  • 51 % Say neighbors are friendly

  • 39 % Say there's wildlife

  • 29 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "We are retired, so we do not need public transportation. I see many buses around the area, and there is a light rail train."
    0
    Flag
  • Giannina Munoz
    "All of them they are so family friendly especially around Halloween they have a haunted trail so cute "
    0
    Flag
  • Jasmine Miller
    "I see dogs everywhere. People often do meet and greets between dogs. There are always bowls of water as well as jars of dog treats often seen. "
    0
    Flag
  • Ed Agudelo
    "It is a nice neighborhood with lots to do locally and easy to walk to parks, restaurants and shops. "
    0
    Flag
  • Trulia User
    "Some people are great some aren’t great but close to shops and grocery stores sports cooking cleaning"
    0
    Flag
  • Heidiromy
    "The mature landscape, is safe and family friendly, pet friendly, quiet, beautiful, community oriented. "
    0
    Flag
  • Timothyjohnson
    "Winter park art festivals and Farmers Market are always a good time. There lots of great restaurants. "
    0
    Flag
  • andrea brewer
    "It’s a quiet and beautiful area that’s perfect for families and single professionals alike. Lots of great small businesses that thrive regardless of the time of year."
    0
    Flag
  • Paul Swain
    "Holidays are dull here. People keep to themselves. Everything is close by. Things are in good condition. Driving down town is a little hectic but worth it "
    0
    Flag
  • Gabrielcoello094
    "It’s a great place to live and raise your kids, I love it here, lot of things to do, good public schools around and safe."
    2
    Flag
  • Timothyjohnson
    "We used to have an annual parade for Goldenrod, but has not occurred in many years. There is a lack a “center” specifically for Goldenrod. "
    0
    Flag
  • Trulia User
    "I would say the only community events in this area are hosted by the elementary schools and those are okay but not enough "
    0
    Flag
  • Trulia User
    "It’s always traffic on Semoran. This area is just BUSY!! Early morning, all times of the day and late nights. "
    2
    Flag
  • Trulia User
    "You would need a car to get to most things, but there are a lot of little restaurants nearby if you like. "
    0
    Flag
  • Trulia User
    "everything is close buy like supermarkets post office and fat food places. it's a safe neighborhood. I have had no incidents since I moved here. it has that family feel to it as the people are friendly and look out for each other"
    3
    Flag
  • David S.
    "Very pet friendly. Lots of fellow dog owners in the area. Just make sure to clean up after your fur buddy"
    0
    Flag
  • Monique J.
    "Close to everything, 15 minutes to everything from downtown to schools. This neighborhood has a lot of good and is close to food and shopping. The neighborhood is kept clean with very little trash."
    8
    Flag
  • A R. S.
    "Rollins College and UCF colleges with events like sports close by. AmWay center and Campers World Stadium only 6 miles away for NBA , Football (Citrus Bowl) and Major music concerts. Park Ave beautiful shops, beautiful landscapes and beautiful people - - young and some what older."
    4
    Flag
  • Holly A. C.
    "No public transportation thats convenient.i drive a car and plenty Of parking lots and street parking "
    5
    Flag
  • Ross H.
    "I love winter Park have lived here for about 7 years and hope to live here longer. the people are nice and the area is clean "
    0
    Flag
  • Winterparkhomes
    "I have lived in Winter Park since 1988 and I Love it! It’s close proximity to groceries, hospital, restaurants and shopping is awesome !"
    2
    Flag
  • Messagedrop
    "Great place to live if you like to walk or ride bicycles. Close to shopping, entertainment, restaurants, college sports venues."
    0
    Flag
  • Francois B.
    "Most dog owners don’t pick up after them selfs and even when the park provides bags to clean the dogs needs"
    0
    Flag
  • Donna G.
    "Very trendy area! Family oriented! Grocery stores and great schools! A nice beautiful landscaped place to work and raise your family!"
    0
    Flag
  • Daylen C.
    "It’s historic and it’s established. Lots of charm and mature trees. You rarely see trash and the roads are lost. It’s very easy to grab a great bite to eat everywhere. My favorite place is the mead botanical gardens. A little escape in the middle of the city. "
    0
    Flag
  • Luna M.
    "It’s a safe and friendly neighborhood. Not really any crime, lots of people outside walking their dogs and parents feel safe enough to let their kids ride around on their bikes to the store or the parks or what have you. Great place to live all around. Highly recommend."
    6
    Flag
  • David C.
    "I just moved here last week and it seems like a nice area. There is a lot of traffic and it’s been warmer then up north."
    3
    Flag
  • George P.
    "right off a preserve and Lake Howell so lots of wildlife like turkeys, bald Eagles, hawks, herons, egrets, ibis and sandhill cranes always around. close to shopping restaurants and the gym"
    0
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  • Daniel V.
    "It’s a great and safe area, you’re in walking distances from lakes, parks, etc. you have a great shopping center and restaurants. "
    0
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  • Ross H.
    "area is amazing close to everything I've live around winter Park for about 7 years and can't find anything really wrong with it"
    0
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  • Heidi W.
    "Winter Park is a safe and happy place to raise a family. I have lived here since Kindergarten and I’m 33 now, raising my own family. "
    3
    Flag
  • Luna M.
    "I love it here. Can't go wrong living here. It's friendly, safe, quiet. I can't say enough good things about this neighborhood."
    2
    Flag
  • Nicole B.
    "Beautiful and very safe best place to raise a family. Lots of people go outdoors and exercise. Good for walking dogs and going to parks"
    2
    Flag
  • Elizabeth C.
    "Many restaurants are pet friendly. Park Ave is a great place to spend time at. Many public events are held there. On Saturday’s there’s the farmers market. "
    1
    Flag
  • Sarah S.
    "We have Cady way trail which is great for dogs and plenty of sidewalks and dog waste bag reciprocals. "
    1
    Flag
  • Blanca V.
    "I love this area. we moved here years ago. My children grew up here, went schools here and now they're in college. I wouldn't have it any other. Winter park has been good to us."
    3
    Flag
  • Joenaijah.sam
    "My neighbor has various restaurants to eat at all really good food. I truly enjoy cuban cafes and Japanese dishes. "
    0
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  • Jonvaden
    "I see people walking their dogs all the time on the sidewalks under streetlights so I think they are happy. I myself am not a pet owner."
    0
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  • Thompson C.
    "Perfect area to live. Close proximity to everything. Golfing, jogging, walks and casual stroll around the neighborhood is encouraged. Close access to major highways like I-4, 408 414. Plenty of restaurants to choose from Mexican, Thai, Indian, Italian etc. "
    1
    Flag
  • Blanca V.
    "There are many families living in this neighborhood and we have great parks and schools in the are. I love this place I've been living here for 7 years with my family and been happy to be in that one of the most beautiful cities in Florida. . Our schools are a plus schools in RL parks are amazingly beautiful the lakes are nice to be and spend an evening with your family or your couple "
    0
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LGBTQ Local Legal Protections

Frequently asked questions about 1729 GOLFSIDE DRIVE

  • What is 1729 GOLFSIDE DRIVE estimated to be worth?
    Trulia's estimated value for 1729 GOLFSIDE DRIVE in Winter Park, FL is $693,900.
  • What is the price history for 1729 GOLFSIDE DRIVE?
    1729 GOLFSIDE DRIVE in Winter Park, FL last sold for $700,000 in October 2025.
  • Is Winter Park a buyer's or seller's market?
    Winter Park is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Winter Park?
    The median sale price in Winter Park is $455K. That is up $4.03K from the prior month.
  • Does 1729 GOLFSIDE DRIVE have air conditioning?
    Yes, 1729 GOLFSIDE DRIVE in Winter Park, FL has air conditioning.
  • Does 1729 GOLFSIDE DRIVE have a pool?
    Yes, 1729 GOLFSIDE DRIVE in Winter Park, FL has a pool.

Explore by feature - Pet Friendly

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