Four Pines in Clearwater

Four Pines Homes for Sale in Clearwater, FL

1980s single-family · Clearwater, Pinellas County · ZIP 33760

An established Clearwater single-family pocket east of US 19, where condition and the parcel set the number, not the name.

Established single-familyUS 19 accessCondition-driven value
Live Market Pulse
50/100
Momentum
Buyer-Leaning Market (limited data)
Four Pines is a small established pocket of mostly 1980s single-family homes, so the honest read is by parcel and condition, roof age, systems, and flood zone, not by one community average.
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Unlock Off-Market Four Pines

Listings before the portals, true comps, and the renovation and carrying-cost math, before you tour.

Built fromLive Stellar MLS data14 years of closingsLocal renovation analysisUpdated twice daily
LiveMarket PulseStellar MLS
n/a
Median Price
0mo
Supply
n/a
Avg DOM
Soft
Seller Leverage
n/a
Median $/Sqft
n/a
1-Yr Price Change
0now
Distress
Jon Brooks, founder of Momentum Realty
Jon's Current Read

"Four Pines is a small established Clearwater subdivision rather than an amenity master plan, so the read is condition first. The homes here are largely 1980s single-family on conventional lots east of US 19, which means roof age, systems, insurability, and the parcel flood zone drive the number far more than the subdivision name. The location is the durable asset: this is inland Pinellas with US 19 and the Gateway corridor close, putting Tampa, the airport, and the Gulf beaches within reach. Your leverage is reading the renovation and insurance math honestly on an older home, and verifying the FEMA flood zone and any HOA line for the specific parcel before you anchor on a price."

Jon Brooks, founder, Momentum Realty · Updated June 2026

The 60-Second Overview

Four Pines is a small established single-family subdivision in Clearwater, on the east side of US 19 in Pinellas County, in the 33760 ZIP near the 150th Avenue North and 59th Street North area (eXp Realty and Homes.com neighborhood listings, 2026).

The housing stock is mostly 1980s single-family homes on conventional lots, so this is a condition-driven resale market rather than a new-construction or amenity community. Roof age, systems, insurability, and the parcel flood zone are what separate one home from another, and they have to be read per address.

Because Four Pines is a compact established pocket and not a gated master plan, the lifestyle is conventional single-family living with Pinellas County services, the US 19 retail corridor, and the Gateway road network close at hand. There is no resort clubhouse or golf course inside the subdivision.

The pitch is inland Pinellas location and established value: a central spot with strong access to Tampa, Tampa International Airport, and the Gulf beaches, at an established-home entry point. The work is sorting condition honestly and verifying the flood zone, insurance, and any fee line before you fall for a price.

Best for

  • Buyers who want an established single-family home in central Pinellas
  • Owner-occupants who value US 19 and Gateway access to Tampa and the airport
  • Buyers comfortable budgeting roof, systems, and insurance on an older home
  • Buyers who will verify the FEMA flood zone and fees parcel by parcel

Probably not for

  • Buyers who want a gated, amenity-dense master plan feel
  • Anyone unwilling to read roof, systems, and insurance on older stock
  • Buyers who need brand-new construction with a builder warranty
  • Buyers who want a waterfront or beachfront address inside the community

How Four Pines is performing right now

50/100
momentum
Buyer-Leaning Market (limited data)
Seller's marketBalancedBuyer's market
0Months of supplytight
72Median days on marketdays
0 : 0Under contract vs for salestrong demand
0Sold in last 12 monthsliquidity
+0%Asking vs recent sold $/sqftroom to negotiate

Tight supply and strong demand favor sellers here. Homes still take about two months to sell, though, and with asking prices running above recent sales per square foot, a prepared buyer has room on anything overpriced. Reading each home against the real comps, not the headline trend, is where the edge is.

Live from Stellar MLS, as of June 24, 2026. Refreshed twice daily. Months of supply, days on market, and the contract-to-listing ratio are computed from current Four Pines listings and the trailing twelve months of closed sales.

8.6A- score
Momentum intelligence
Momentum buy score

Our proprietary read on how a home in Four Pines buys, holds, and resells. See the five factors.

Listing locations from Stellar MLS; lot type inferred from listing descriptions. Destination pins are approximate. Map data © OpenStreetMap, tiles © CARTO. Flood, school, and commute overlays are on the roadmap.

The takeaway

Four Pines trades amenities for a central inland Pinellas location, with US 19 and the Gateway corridor carrying you to Tampa, the airport, and the Gulf beaches.

US 19 retail corridor~5 min · shopping and services
Gateway / Roosevelt Blvd area~5 to 10 min · road network hub
Tampa International Airport~25 to 35 min · across the bay
Downtown Tampa~30 to 40 min · via Howard Frankland
Downtown Clearwater~15 to 20 min · west on local roads
Clearwater Beach / Gulf~25 to 35 min · Gulf beaches west
Downtown St. Petersburg~25 to 35 min · south via I-275

Distances and drive times are approximate and vary with traffic and your exact parcel. Confirm your real commute at your real departure time.

Nearby Communities

Explore more neighborhoods near Four Pines Homes for Sale in Clearwater, FL with Momentum Realty’s local guides.

HHHighpointEstates Homes for Sale in Clearwater, FLClearwater, FL · 0.5 miWLWhitney Lakes Homes for Sale in Clearwater, FLClearwater, FL · 0.5 miESEastwood ShoresSection 3 Homes for Sale in Clearwater, FLClearwater, FL · 0.6 miCHClearwaterCascade Homes for SaleClearwater, FL · 0.7 miSGSouth Gate Mobile Home Park Homes for Sale in Clearwater, FLClearwater, FL · 0.8 miBIBay Isle Landings Homes for Sale in Clearwater, FLClearwater, FL · 0.8 miDVDoral Village Homes for Sale in Clearwater, FLClearwater, FL · 0.9 miSHSeabrooke Homes for Sale in Clearwater, FLClearwater, FL · 1.0 miCCCove CayVillage IV Homes for Sale in Clearwater, FLClearwater, FL · 1.0 mi

Browse all Florida neighborhood guides →

Carrying cost · the no-CDD edge

No CDD bond means thousands less per year than newer master plans.

Typical CDD community~$2,500/yr
Four Pines (no CDD)$0/yr

Roughly $25,000 saved over 10 years in carrying cost, before resale.

Illustrative. NE Florida CDD assessments commonly run $1,500-$3,500+/yr and vary by community; verify per property.

Schools

15-Second Take
  • Pinellas County Public Schools
  • Verify the zoned schools by address
  • Magnet and choice options may be available
  • Confirm current ratings before relying on them
  • Private and parochial options nearby

Four Pines is served by Pinellas County Public Schools. Assignment is by address and can change, so confirm the exact zoned elementary, middle, and high schools for any specific home, plus any magnet or choice options. Treat published ratings as a starting point, not the full story.

Public

Pinellas County Public Schools (verify by address)

Verifyrating
By address

Confirm zoned elementary, middle, and high

Verifyrating
Choice

Magnet and choice options may apply

Verifyrating

Buying with schools in mind? We can confirm the exact zoned schools for any Four Pines address.

The takeaway

What is actually shaping value around Four Pines: the FEMA flood map and insurance picture across Pinellas, and the major US 19 and Gateway corridor road work that defines this inland Clearwater location. Each item is sourced and linked.

Recent Developments in Four Pines

Our read on what is being built around Four Pines, scored for direction, significance, and how close the effect lands. The full sourced timeline follows below.

Net OutlookBullishThe central Pinellas location and corridor road investment support steady owner-occupant demand, with the watch items being older-home insurability and the parcel flood designation under the current FEMA map cycle.

2025 FEMA flood map cycle reshapes Pinellas designations

2026
NeutralMajor impact
SignificanceRadius: County

Updated FEMA maps and Risk Rating 2.0 keep flood zone and insurance cost central to diligence, so the parcel zone must be pulled per address.

US 19 interchange and roadway rebuild near Clearwater

Ongoing
BullishMajor impact
SignificanceRadius: Area

The multi-year FDOT rebuild of US 19 to a controlled-access corridor improves long-run mobility, with near-term construction disruption to plan around.

Gateway Expressway corridor build-out

Ongoing
BullishNotable impact
SignificanceRadius: Area

New Gateway connections toward I-275 and the Bayside Bridge strengthen the cross-bay commute case that underpins this inland Pinellas location.

Older-home insurability is the value swing

Ongoing
NeutralNotable impact
SignificanceRadius: Community

On 1980s Pinellas stock, roof age and wind mitigation drive the premium, so the insurance quote can move the real cost of a home materially.

Central Pinellas access to Tampa and the beaches

Ongoing
BullishNotable impact
SignificanceRadius: Area

Proximity to US 19, the airport across the bay, and the Gulf beaches supports durable owner-occupant demand in this established pocket.

Direction, significance, and effect-radius ratings are Momentum's proprietary, qualitative read of the sourced items below, not investment advice or a prediction for any specific home.

Development, infrastructure, retail, and school activity affecting Four Pines, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated June 2026.

Showing the latest, scroll for all updates ↓

  1. January 2026
    Insurance

    Pinellas FEMA flood updates and insurance impacts continue into 2026

    Local Pinellas County guidance describes 2025 FEMA flood map updates, Risk Rating 2.0, and the 50 percent renovation rule as ongoing factors that reclassified some areas and reshaped insurance and rebuilding decisions for homeowners. Why it matters: The flood zone and insurance read on a specific parcel is now central diligence for any older Clearwater home, including Four Pines. Source

  2. March 2024
    Infrastructure

    Gateway Expressway timeline and US 19 corridor work in Pinellas

    Reporting on the Gateway Expressway and US 19 corridor describes a multi-year program of new interchanges and connections linking US 19, the Bayside Bridge, and I-275, with phased schedules and construction disruption across the Clearwater area. Why it matters: The corridor rebuild improves long-run access from inland Clearwater pockets like Four Pines while adding near-term construction to plan around. Source

  3. December 2025
    Infrastructure

    Clearwater road closures tied to US 19 and infrastructure upgrades

    Local coverage in late 2025 documents widespread Clearwater road closures driven by infrastructure and corridor upgrades, underscoring the active construction phase along and around US 19. Why it matters: Buyers in the US 19 area should expect ongoing construction near-term, with improved mobility as the payoff once the corridor work completes. Source

Development alerts for Four PinesGet a short monthly email when something new is approved, funded, or opens near Four Pines.

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Summaries reflect public reporting and official sources linked above as of the dates shown. Project details, timelines, and approvals can change. Commentary on potential market effects is general observation, not investment advice or a prediction for any specific property. For the freshest items across the whole region, see This Week in Northeast Florida.

If we were buying in Four Pines, this is the order of operations we would run, and the one we run for our clients.

1

Read the condition first. Four Pines is mostly 1980s single-family, so roof age, systems, and updates set the floor on value far more than the name.

2

Verify the FEMA flood zone for the exact parcel. Pinellas flood designations shifted with the 2025 FEMA map cycle, so pull the zone and an insurance quote for the address.

3

Quote insurance early. On an older Pinellas home, roof age and wind mitigation drive the premium, so get a real four-point and wind-mit read before you commit.

4

Confirm any HOA or fee line for the parcel. Small established pockets vary, so verify whether a mandatory association applies rather than assuming.

5

Use the location, and cross-shop nearby established Clearwater pockets such as Tropic Hills to pressure-test the condition and price.

Best Buy
An updated 1980s home with a newer roof and a clean flood read
Biggest Risk
Underbudgeting roof, systems, and insurance on an older home
Best Lot
A higher, drier parcel with a favorable FEMA flood designation
Smart Timing
Confirm the flood zone, insurance quote, and any fee before you offer
The takeaway

On mobile, tap any heading below to open it. This is the home by home, lot by lot, club and renovation detail, organized so you can jump straight to what matters to you.

Community Details at a Glance

Four Pines is a small established single-family subdivision in Clearwater rather than an amenity community, so the lifestyle is conventional single-family living near Pinellas County services and the US 19 corridor. There is no internal golf course or resort clubhouse, and value is driven by the condition of each 1980s home and the parcel flood read rather than by community amenities. Confirm any specific home's fees, flood zone, and insurance before you buy.

The takeaway

Three honest price bands. Condition and lot, not the square footage alone, decide where a home lands.

The Condition Project

An older 1980s home needing roof, systems, or cosmetic work, the value entry where the renovation and insurance math has to be read honestly.

Lowest entry
The Updated Home

A renovated 1980s home with a newer roof and updated systems on a clean parcel, the heart of the resale market here.

Most inventory
The Top

The best-kept and most updated homes on the most favorable lots and flood designations, the stock that holds value best in the pocket.

Strongest resale

Approximate 2026 resale bands from third-party listing data and public records, not NEFAR statistics. Confirm pricing for a specific home.

The Condition Project
An older 1980s home needing roof, systems, or cosmetic work, the value entry where the renovation and insurance math has to be read honestly.
The Updated Home
A renovated 1980s home with a newer roof and updated systems on a clean parcel, the heart of the resale market here.
The Top
The best-kept and most updated homes on the most favorable lots and flood designations, the stock that holds value best in the pocket.

Approximate 2026 resale bands from third-party listing data and public records, not NEFAR statistics. Confirm pricing for a specific home.

15-Second Take
  • Renovation math decides the deal
  • Better lots and views resell strongest
  • Roof and HVAC age drive the insurance quote
  • Interior lots are where buyers overpay
Jon Brooks, Momentum Realty
Operator Note

Most buyers overpay on interior lots in the back half of the community. A sharp renovation can distract you, but the weaker resale position follows the lot, not the finishes. We read the homesite before the kitchen.

Roof and structureRead roof age on 1980s stock
Systems (HVAC, electric, plumbing)Verify age and updates per home
Flood and insurance exposurePull FEMA zone and a fresh quote
Cosmetic and interior updatesStraightforward on established homes
Lot and drainageConfirm grade and flood designation

Momentum analysis based on the community's structure, location, lot scarcity, and housing stock. Not a guarantee of future value.

Jon Brooks, Momentum Realty
Operator Note

The strongest value pocket is usually a renovated home on a good lot priced just under the next tier up. Buyers chasing the single biggest house often pay top prices for what is really a renovation project.

5 Mistakes Buyers Make in Four Pines

15-Second Take
  • Calling the listing agent (who works for the seller)
  • Misjudging the renovation budget
  • Overpaying for an interior lot
  • Underbudgeting the carrying costs
  • Skipping the roof, HVAC, and systems check

The same five mistakes cost buyers the most in any market. Every one is avoidable with the right preparation before you tour.

Four Pines is a small established Clearwater pocket. The deal is won or lost on the condition, the parcel flood zone, and the insurance math, not the subdivision name.

Jon Brooks · Founder, Momentum Realty
7.0B · Buy Score
Resale Strength7.0/10
Renovation Risk5.0/10
Location Efficiency7.6/10
Long-Term Defensibility6.6/10
Carrying Cost Advantage7.4/10

Momentum Intelligence Scores are our proprietary, qualitative assessment based on the analysis on this page, on a 0 to 10 scale. They are a framework for comparing communities, not a guarantee of future value or advice on a specific home.

Why our read on Four Pines is different.

Most pages on this community are an automated estimate wrapped in stock copy. This one is built from the live Stellar MLS feed, fourteen years of closed sales, and a renovation-by-renovation read of what actually moves value here, lot by lot. No Zestimate, no guesswork.

Live Stellar MLS feed14 years of closed salesRenovation-premium analysisLot-by-lot, no automated estimates
Jon Brooks, founder of Momentum Realty. A housing economist with a background in real estate investment banking at Deutsche Bank and consulting at Ernst & Young, who has built and analyzed Northeast Florida real estate from the ground up.

Which Lots & Views Hold Value Best

Where the value actually sits. Each home is shaded by its price per square foot (a value read, not just a price) and ringed by lot type, so you can see at a glance which pockets carry a real, durable premium and where a renovation play makes sense.

Value ($/sqft)
$261 value$401 premium
Lake / waterPreserveInterior

Fill = price per square foot; ring = lot type, inferred from listing descriptions. Sold homes are shown by realized $/sqft (lot type not always recorded). Asking and recent-sold figures from Stellar MLS; for orientation, not an appraisal.

15-Second Take
  • Higher, drier parcels with a favorable FEMA zone hold value
  • Verify the FEMA flood zone for the exact address
  • Conventional single-family lots, confirm the survey
  • No internal resort amenities drive the lot value here
  • Read the lot and flood picture before the finishes

In an established pocket like Four Pines, the parcel is the part of your money the market protects. A higher, drier lot with a favorable FEMA flood designation holds value better than a low-lying parcel, and the flood zone cannot be renovated the way the house can. Read the parcel and the flood map first, confirm the survey and any easements, then price the condition of the 1980s home against it.

Four Pines in 15 seconds.

Best forOwner-occupants who want an established single-family home in central Pinellas.
Biggest advantageInland Pinellas location with US 19 and Gateway access to Tampa, the airport, and the beaches.
Biggest riskRoof, systems, and insurance on older homes, and the parcel flood designation.
Sweet spotAn updated 1980s home with a newer roof and a clean flood read.
Avoid ifYou want a gated amenity master plan or brand-new construction.

HOA, CDD & Fees

15-Second Take
  • Verify any HOA line per parcel, do not assume
  • No internal golf or resort clubhouse in this pocket
  • No CDD indicated for this established area, confirm the tax bill
  • Flood zone is parcel specific, check FEMA and insurance
  • Budget a roof and systems reserve on older homes

Four Pines is a small established single-family pocket, so any association and fee structure should be verified for the specific parcel rather than assumed. There is no resort amenity package driving high dues here, and no CDD is indicated for this established area, but confirm the exact lines on the listing and the tax bill.

Where any association exists, it would typically cover only basic common items rather than a clubhouse or golf, since this is conventional single-family living without an internal resort amenity center. Confirm what any fee actually covers before you buy.

The takeaway

Selling here is won on condition and view, not the Zestimate. The right number comes from closed comps matched to your renovation level and lot.

Momentum listings (YTD)
97.98%
Sold-to-list ratio across our market for our agents, sellers keeping more of their price.
Market average (YTD)
96.73%
The broader metro average sold-to-list ratio over the same period.
Momentum days on market
64 days
Median days on market for our listings, faster sales mean less carrying cost and stronger leverage.
Market days on market
72 days
The broader metro median over the same period.

Sold-to-list and days-on-market figures reflect Momentum Realty listings versus our market average, year to date. Your home's result depends on pricing, condition, lot, view, and preparation.

In Four Pines, condition and view decide your number

Because buyers here are weighing your home against renovated comps and cross-shopping Tropic Hills, a home priced to the community average instead of its true condition and view either leaves money on the table or sits. A renovated kitchen, newer roof and HVAC, and a golf or lake view all deserve to show up in your price, and a buyer pool reading renovation math needs to be shown why your home is worth it. We build that case with real comps and a pricing strategy for the current market.

What is your Four Pines home worth?

Get a no-obligation home value based on real comparable sales in Four Pines matched to your condition, lot, and view, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.

See homes for sale in Four Pines on the map →
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Real comps, not a Zestimate.

Four Pines Market Scorecard

Strong seller's market

Four Pines is currently a strong seller's market. About 1.8 months of supply, a median asking price of $1,019,500, and homes go under contract in about 79 days.

1.8
Months supply
$1,019,500
Median list
$847,500
Median sold
$313
Per sqft
79
Days on mkt
6/8/41
Active/Pend/Sold

Typical home value in the 32224 ZIP is $456,759, about 13.7% above the Florida norm (Zillow Home Value Index).

Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.

Live data: Stellar MLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.

Frequently Asked Questions

Where is Four Pines, Florida?
Four Pines is a small established single-family subdivision in Clearwater, in Pinellas County, on the east side of US 19 in the 33760 ZIP near the 150th Avenue North and 59th Street North area.
What kind of homes are in Four Pines?
Mostly 1980s single-family homes on conventional lots. This is an established, condition-driven resale market rather than a new-construction or amenity community.
Is Four Pines a gated or amenity community?
No. Four Pines is a conventional single-family pocket without an internal golf course or resort clubhouse. The lifestyle is established single-family living near Pinellas County services and the US 19 corridor.
Does Four Pines have HOA fees?
Verify any association line for the specific parcel rather than assuming. As a small established pocket, fee structures vary, so confirm the exact lines on the listing and the tax bill.
What ZIP code is Four Pines in?
Four Pines sits in the 33760 ZIP in Clearwater, Pinellas County, on the east side of US 19. Confirm the exact ZIP and mailing details for any specific address.
Should I worry about flood zones in Four Pines?
Flood exposure is parcel specific across Pinellas, and the FEMA map cycle updated designations in 2025, so always pull the flood zone and an insurance quote for the exact address during diligence.
How is the commute from Four Pines to Tampa?
US 19 and the Gateway road network carry you toward the Howard Frankland Bridge and Tampa, with Tampa International Airport reachable across the bay. Drive times depend on your exact start point and the time of day.
How far is Four Pines from the Gulf beaches?
The Pinellas Gulf beaches are reachable to the west, with drive times that vary by destination and traffic. Confirm the route for your specific home.
What schools serve Four Pines?
Four Pines is part of Pinellas County Schools, with assignment by address. Confirm the exact zoned elementary, middle, and high schools for any specific home using the district zone locator.
Is Four Pines a good value in Clearwater?
It offers an established single-family entry point in central Pinellas with strong road access, but value here is condition driven. Roof age, systems, insurability, and the flood read decide whether a specific home is a good buy.
What is the biggest risk buying in Four Pines?
Underbudgeting roof, systems, and insurance on an older home, and missing the parcel flood designation. On 1980s stock, these costs separate a good deal from a money pit, so read them per address.
Why does Four Pines pricing vary home to home?
Because this is a small established pocket of mostly 1980s homes, the condition, the updates, and the flood zone of each specific parcel set the price, not the Four Pines name. Two similar-looking homes can carry very different roof and insurance math.
Is Four Pines good for owner-occupants?
Yes. It is a conventional single-residential neighborhood suited to owner-occupants who want an established home in a central Pinellas location with good road access, not a vacation-rental or resort setting.
How does Four Pines compare to nearby Clearwater pockets?
It is comparable to other established single-family Clearwater pockets such as Tropic Hills, where condition and the parcel, rather than amenities, drive value. Cross-shopping nearby pockets on condition is the smart move.
Owner-occupants who want an established single-family home in central PinellasExcellent fit
Buyers who value US 19 and Gateway access to Tampa and the airportExcellent fit
Buyers comfortable budgeting roof, systems, and insurance on an older homeExcellent fit
Buyers who will verify the FEMA flood zone and any fee per parcelExcellent fit
Buyers who read condition and comps honestly rather than chasing a nameExcellent fit
Buyers who want a gated, amenity-dense master planProbably not
Anyone unwilling to read roof, systems, and insurance on older stockProbably not
Buyers who need brand-new construction with a builder warrantyProbably not
Buyers who want a waterfront or beachfront address inside the communityProbably not
Buyers unwilling to verify the flood zone and insurance per addressProbably not

Get the inside read on Four Pines

Whether you are buying a renovation project, comparing the lots and views, weighing the carrying costs, or selling your Four Pines home, tell us what you need. Every inquiry comes straight to us. We represent you, not the seller, and what your agent is paid is negotiable and set in a written buyer agreement up front. No obligation, no spam, no high-pressure follow-up.

We respond personally, usually the same day.

You are all set.

A Momentum Realty Four Pines specialist will reach out personally, usually the same day.

Thinking about hiring an agent here? How to find the best real estate agent in Four Pines — what to look for, questions to ask, and your local expert.
Stellar MLS logoMLS GRID logo
Photography on this page is sourced from active and recently sold MLS listings in this community and remains the property of the listing brokerage and/or photographer. Listings courtesy of Stellar MLS as distributed by MLS GRID. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing; deemed reliable but not guaranteed by MLS GRID.

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