757 Crestwood Dr, Saint Augustine, FL 32086
Property image
Property image
OFF MARKET

$418,600

Trulia Estimate
  • 2 Beds
  • 2 Baths
  • 1,912 sqft

757 Crestwood Dr, Saint Augustine, FL 32086

Est. Refi. Payment $2,742/mo*
Refinance Your Home
Currently Off Market - Sold Dec 5, 2023 for $450,000

Home Value

Trulia Estimate
$419K
Since last month
Decreased$2K (-0.5%)
Since last year
Decreased$13K (-3%)
Since last sale
Decreased$32K (-7%)
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 +81% in the last 10 years
MonthEstimated value
2026
August 2026$418K
August 2026$418K
July 2026$420K
June 2026$422K
May 2026$424K
April 2026$422K
March 2026$423K
February 2026$422K
January 2026$424K
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
756 Crestwood Dr, Saint Augustine, FL
0.03
Single-Family Home
$339,900
08/11/26
2
2
1,592
808 CRESTWOOD Drive, Saint Augustine, FL
0.13
Single-Family Home
$365,500
12/01/25
2
2
1,912
708 CRESTWOOD DRIVE, Saint Augustine, FL
0.12
Single-Family Home
$345,000
09/03/26
2
2
1,791
1053 RIDGEWOOD Lane, Saint Augustine, FL
0.12
Single-Family Home
$342,900
04/10/26
2
2
1,620
737 Crestwood Dr, Saint Augustine, FL
0.03
Single-Family Home
$365,000
02/09/26
3
2
1,912
573 Boxwood Pl, Saint Augustine, FL
0.18
Single-Family Home
$365,000
04/09/26
2
2
1,780
972 Ridgewood Ln, Saint Augustine, FL
0.12
Single-Family Home
$385,000
07/17/26
3
2
1,636
984 Ridgewood Ln, Saint Augustine, FL
0.14
Single-Family Home
$360,000
01/28/26
3
2
1,888
617 Knollwood Ln, Saint Augustine, FL
0.13
Single-Family Home
$415,000
05/18/26
3
2
1,933

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
737 Crestwood Dr, Saint Augustine, FL 32086
0.03
$365,000
3
2
1,912
Recently Sold
752 Crestwood Dr, Saint Augustine, FL 32086
0.03
$363,800
3
2
1,620
Off Market
756 Crestwood Dr, Saint Augustine, FL 32086
0.03
$339,900
2
2
1,592
Recently Sold
1073 Ridgewood Ln, Saint Augustine, FL 32086
0.07
$392,500
3
2
1,711
Off Market
948 Ridgewood Ln, Saint Augustine, FL 32086
0.06
$357,400
2
2
1,791
Off Market
1053 RIDGEWOOD Lane, Saint Augustine, FL 32086
0.12
$342,900
2
2
1,620
Recently Sold
717 Crestwood Dr, Saint Augustine, FL 32086
0.09
$410,200
3
2
1,740
Off Market
165 TOLEDO Street, Saint Augustine, FL 32086
0.10
$309,900
2
2
1,128
For Sale
945 RIDGEWOOD Lane, Saint Augustine, FL 32086
0.08
$321,400
2
2
1,908
Off Market
972 Ridgewood Ln, Saint Augustine, FL 32086
0.12
$385,000
3
2
1,636
Recently Sold
925 Ridgewood Ln, Saint Augustine, FL 32086
0.08
$368,800
2
2
1,636
Off Market

Local Information

  • Map ViewExplore the area around 757 Crestwood Dr.
  • Schools1 Preschool School1 Elementary School2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2006
1,912 sqft
$219/sqft
Garage
HOA $196/mo

About this House

It's all about lifestyle in Southwood. And it's all about the view from your Florida Room. This beautiful upgraded Nottingham model is the largest home in the community, with an additional 238 sq.ft. under heat and air, which gives you 2150 sq.ft. of living area. It will be love at first sight when you see this beautiful, move-in ready home! Welcome home to Southwood, where the HOA fee (NO CDD FEE) includes irrigation and lawn care. This very well maintained 2/2 home with an office is a beauty. Lots of natural light. The kitchen overlooks the family room area and the dining area. A triple pocket sliding door leads out to the Florida Room. Southwood is a very active community with social events, pool, shuffleboard, and tennis/pickleball court. Roof 2022, HVAC 2020, Newer water heater, Pest Tubes, Termite Bond Southwood is one of the most desireable communities on US 1 South. All 207 homes are concrete block. Close to everything....grocery, bank, medical facilities and 15 minutes to Historic Downtown and the beaches.
757 Crestwood Dr, Saint Augustine, FL 32086 is a 2 bedroom, 2 bathroom, 1,912 sqft single-family home built in 2006. It last sold for $450,000 on Dec 5, 2023 (1% below the $454,900 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $418,600, with a rent estimate of $2,355/month.
Last check for updates: about 12 hours ago
Listed by Susan Stires, (904) 718-3845
Watson Realty Corp (A1A)
Bought with: J. Mike Hughes, (904) 687-4135, Watson Realty Corp (A1A)
Source: St Augustine St Johns County BOR, MLS#236795

Home Details for 757 Crestwood Dr

Interior Features

Interior Details
Number of Rooms: 7Types of Rooms: Master Bedroom, Bedroom 2, Master Bathroom, Dining Room, Kitchen, Living Room, Office
Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1912 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, WasherDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Windows, Doors, Floors & Walls
Window: Skylight(s), Window TreatmentsFlooring: Carpet, Tile
Levels, Entrance, & Accessibility
Stories: 1Entry Location: Ground LevelFloors: Carpet, Tile
View
Has a ViewView: Water
Security
Security: Security Gate

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Screened PorchFoundation: Slab
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageNo Open ParkingParking Spaces: 2Parking: 2 Car Garage,Garage Door Opener
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 2006
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: Patio HomeArchitecture: Patio Home
Building
Construction Materials: Block, StuccoNot a New Construction
Property Information
Parcel Number: 1817521210

Price & Status

Price
List Price: $454,900Price Range: $450,000 - $454,900
Status Change & Dates
Off Market Date: Mon Nov 27 2023

Active Status

MLS Status: Closed

Location

Direction & Address
City: St AugustineCommunity: Southwood
School Information
Elementary School: W. D. HartleyJr High / Middle School: Gamble RogersHigh School: Pedro Menendez

Building

Building Area
Building Area: 1912 Square Feet

Community

Community Features: Gated, Tennis Court(s), HOANot Senior Community

HOA

HOA Fee Includes: HOA(Community Maintained, Master Policy)Has an HOAHOA Fee: $196/Monthly

Lot Information

Lot Area: 4791.6 sqft

Offer

Listing Terms: Cash, Conventional, FHA, VA Loan

Miscellaneous

Mls Number: 236795Water ViewWater View: Water

Additional Information

GatedTennis Court(s)HOA

Price and Tax history

DateEventPrice
Dec 5, 2023
Source: St Augustine St Johns County BOR #236795
Sold
$450,000
Nov 28, 2023
Source: St Augustine St Johns County BOR #236795
Pending
$454,900
Oct 30, 2023
Source: St Augustine St Johns County BOR #236795
Listed For Sale
$454,900
Jul 3, 2006
Source: N/A
Sold
$304,700

Market trends in Saint Augustine

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$429K
$2.5KMoM
Sale-to-List Price
97.4%
Price per sq ft
$228
$0MoM
Available listings
1730
61MoM

Around this home

What Locals Say about Saint Augustine

At least 670 Trulia users voted on each feature.

  • 91 % Say it's dog friendly

  • 90 % Say car is needed

  • 79 % Say there's holiday spirit

  • 79 % Say yards are well-kept

  • 74 % Say people would walk alone at night

  • 73 % Say it's quiet

  • 70 % Say parking is easy

  • 68 % Say kids play outside

  • 63 % Say there's wildlife

  • 63 % Say there are sidewalks

  • 60 % Say neighbors are friendly

  • 56 % Say they plan to stay for at least 5 years

  • 53 % Say streets are well-lit

  • 40 % Say there are community events

  • 35 % Say it's walkable to restaurants

  • 31 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Great place to raise your family. The kids are kind and friendly and the schools are awesome! Plenty of community parks."
    0
    Flag
  • Trulia User
    "Great place to raise kids "
    0
    Flag
  • Trulia User
    "My neighborhood is attractive and peaceful. It’s green and full of unique houses and friendly people. The only problem is that the traffic is loud and too fast. "
    1
    Flag
  • Trulia User
    "There are nice decorations for each holiday. Other than that it’s just a friendly neighborhood and everyone is friendly and nice. "
    0
    Flag
  • Xavier.rivera11
    "Its very safe. I like it a lot. A lot of families and friendly people. I feel that the area is growing and still needs more activities in the amenity to have a better community "
    1
    Flag
  • Tiffany Villano
    "It’s a great community. Lots of kids and amenities Both close to Jacksonville downtown and Saint Augustine Lots of shopping food commercial lots of restaurants"
    0
    Flag
  • Ilester1862
    "I’ve lived in this neighborhood for over 5 years and love it. Neighbors are great and care for their homes. Very active community. Feel safe."
    1
    Flag
  • Tiffany Villano
    "Schools are decent. Lots to do every where even though people complain that there isnt. There’s more infrastructure to come in the next couple years. Overall quiet calm communities working families Love it here "
    0
    Flag
  • Gregory McCain
    "Lots of space for walking dogs in natural surroundings including small lakes and ponds. Almost everyone uses a leash when walking their dog."
    0
    Flag
  • Trulia User
    "Fish market, veggie stand and a historical park all in walking very short distance and no HOA, intercoastal is right here too"
    0
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  • Connie Worley
    "It is quiet and off the main road. Neighbors are friendly and polite. There is a good mixture of families, middle aged and retirees. The neighborhood borders a state preserve, so no development will be allowed to the east. It’s only a ten minute drive to the beach."
    0
    Flag
  • Evan Martinez
    "It is a kid friendly neighborhood, the can play unsupervised in culdasac and neighbors watch out for them "
    0
    Flag
  • Qgsdn2x7dk
    " Nice it’s really nice to live here and grow up here very kid friendly and great for walks I love it here"
    0
    Flag
  • Lesley Plott
    "The neighborhood is car dependent but public transportation is easily accessible. The area is growing rapidly."
    0
    Flag
  • kathyafleming
    "From here it’s walkable to work eats and downtown. All the sites are within walking distance. It’s a great community for walking. There is a drawbridge off the island so traffic can back up but it clears fast. It’s a slower pace. "
    0
    Flag
  • 66alice69
    "Busy on week days commute times morning and But easy travel mid day and also weekends best on Sunday"
    0
    Flag
  • Syn2267
    "Having a Friendly dog and pick up after your dog. Master should be able to tame their dog. Not curbing your dog. "
    0
    Flag
  • Nichols
    "We have lived in our neighborhood for four years. Everything that we could want is only a 10 minute drive from us"
    0
    Flag
  • Randi Simmons
    "Trailmark is a family friendly Neighborhood and beautiful community. It is a gem of a place to live! "
    0
    Flag
  • stewart_mendenhall
    "We have many miles of walkways as well as a dog park. There are a lot of people that walk their dogs through our neighborhood and all seem very friendly for the most part. "
    0
    Flag
  • kathyafleming
    "St augustine is growing rapidly. Sometime you wait 15 or 20 minutes in traffic to get downtown. It’s friendly but be prepared to have ups and downs in traffic if you are carting children to snd from activities. "
    0
    Flag
  • Trulia User
    "Principals in downtown is shady af. Staff is smug. No counselors so be mindful of how the school handles students mental health."
    0
    Flag
  • kathyafleming
    "You can walk downtown or to restaurants and brewery’s on the boulevard. It’s got wide quiet residential streets and beautiful trees. People are friendly and everyone knows everyone else. There are amazing landmarks near by, a marina, the lighthouse and the Castillo. "
    0
    Flag
  • kathyafleming
    "Driving is easy but crowded during tourist season. Mornings are generally not bad at all. At 5 pm commute may be crowded x "
    0
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  • Elizabeth Skidmore
    "There aren’t any open areas to walk with your dog and the community areas do not have doggie bags or disposal areas. Also many of the neighbors post signs that are not dog friendly, even for something as harmless as walking on their grass "
    30
    Flag
  • Renee Hulse
    "Old town USA. You can fish, kayak, hike and swim. The amenities are wonderful and the neighbors are even better"
    6
    Flag
  • Sabena H.
    "No public transportation. Still a little remote, but is building quickly. Bartram Trail School district."
    2
    Flag
  • Adrianna H.
    "There is No dog park. Which would be nice. But plenty of walk ways and trails to walk. Most of the dogs are very friendly. "
    9
    Flag
  • Peter T.
    "Nice place to live many people very friendly it’s hot though bring sun screen and water but also bug spray because mosquitos are a plenty "
    4
    Flag
  • Adrianna H.
    "Every Friday is Food Truck Friday up at the amenity center. Also kids sporting events and certain holiday activities as well. "
    0
    Flag
  • Srrossi
    "Quiet. Plenty of Law Enforcement in the neighborhood. I trust my neighbors. I enjoy my 2 mile walk through our neighborhood."
    0
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  • Sarah K.
    "This town is growing as a dog friendly area. There is a lot of neighborhoods and local businesses that allow dogs. Most people are super excited to great your and your pup. "
    1
    Flag
  • Candice S.
    "Christmas stroll and lights display make this town special. Small town feel, fabulous food. History makes this place special."
    1
    Flag
  • Kristen K.
    "You need transportation for this community. There is no public transportation. You average about 30 minutes from most places ."
    0
    Flag
  • Richard D.
    "There are a lot of them in the neighborhood. Many people own dogs, but it is important to pick up after pets and not let them run wild."
    1
    Flag
  • Egbacro
    "Epic theatre is close by, and downtown is about a 10min drive. The beach is located in Anastasia Island which has a lot of activities. the Lighthouse is nearby, and Saint Augustine’s beach is through the 312 bridge. There is an Amphitheatre close by which has many local and international events. Loads of restaurants, wine tasting and bars, shops/boutiques, museums including the Fountain of youth ca be visited."
    1
    Flag
  • Tkendall344
    "Always an event. St Augustine people care regardless if they know you or not the community always come together during crisis or when someone need assistance. We are St. Augustine Strong"
    0
    Flag
  • Terri.degrande
    "No specific events. It’s just a nice, established, well-maintained neighborhood with a cheap home owners association that really is functional, and neighbors are friendly and range widely in age. There’s tons of sidewalks, parks, ponds, wildlife, and very easy access to all types of stores and restaurants. "
    1
    Flag
  • Melvinemccall
    "Neighbors watch out for each other and are always ready to help. Cookouts about twice a year in the neighborhood open to all "
    0
    Flag
  • Jacqueline
    "We do not have many events in our neighborhood we only have quarterly yard sales. The neighbors are friendly and the neighborhood is beautiful."
    0
    Flag

LGBTQ Local Legal Protections

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. © 2026 St Augustine & St. Johns County Board of REALTORS®. All rights reserved.

Frequently asked questions about 757 Crestwood Dr

  • What is 757 Crestwood Dr estimated to be worth?
    Trulia's estimated value for 757 Crestwood Dr in Saint Augustine, FL is $418,600.
  • What is the price history for 757 Crestwood Dr?
    757 Crestwood Dr in Saint Augustine, FL last sold for $450,000 in December 2023.
  • Is Saint Augustine a buyer's or seller's market?
    Saint Augustine is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Saint Augustine?
    The median sale price in Saint Augustine is $429K. That is down $2.5K from the prior month.
  • Does 757 Crestwood Dr have air conditioning?
    Yes, 757 Crestwood Dr in Saint Augustine, FL has air conditioning.
  • Does 757 Crestwood Dr have laundry facilities?
    Yes, 757 Crestwood Dr in Saint Augustine, FL has in-unit laundry.

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