21

Rolling Hills Homes under $400,000

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  • /36

    $210,000

    • 3 Beds
    • 2 Baths
    • 1,260 Sq Ft

    440 S Villa San Marco Dr Unit 201, Saint Augustine, FL 32086

    Motivated Seller! Perfect investment property plus comes furnished! Discover this spacious 3-bedroom, 2-bathroom condo offering 1,260 square feet of living. Ideally located near Flagler College, St. Augustine College, and a 15 minute drive to the beach, this home features an open-concept kitchen with a large breakfast bar that seats up to 6, stainless steel appliances, and flows seamlessly into

    Agent Photo

    Clair Corbett

    WATSON REALTY CORP

    (833) 928-2491

    440 S Villa San Marco Dr Unit 201, Saint Augustine, FL 32086
  • /46

    $289,900

    $19K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,471 Sq Ft

    38 Ridge Lake Rd, Saint Augustine, FL 32086

    Embrace the ease of St. Augustine living in the highly desirable Park Ridge community. This thoughtfully designed 3-bedroom, 2.5-bath townhome offers 1,470 square feet of light-filled space, blending modern finishes with everyday comfort in a location that keeps you close to beaches, downtown, dining, and shopping. Striking 8-foot front and rear doors invite natural light inside, while 9-foot

    Agent Photo

    Donna Matthews

    Berkshire Hathaway Homeservices Florida Network Realty

    (833) 637-5217

    38 Ridge Lake Rd, Saint Augustine, FL 32086
  • /20

    $249,000

    Pre-Foreclosure
    • 2 Beds
    • 1.5 Baths
    • 1,372 Sq Ft

    288 Moultrie Village Ln, Saint Augustine, FL 32086

    Welcome to this wonderful 2-bedroom, 2.5-bath townhome in the highly desirable Old Moultrie Village, conveniently located less than 15 minutes from the beautiful beaches of St. Augustine! Offering low-maintenance living in a prime location, you'll enjoy easy access to shopping, dining, and UF Health Flagler Hospital.Step inside to a welcoming foyer, where a convenient half bath is located for

    Agent Photo

    Ted Miller

    MILLER & COMPANY REAL ESTATE

    (844) 352-2587

    288 Moultrie Village Ln, Saint Augustine, FL 32086
  • /34

    $298,900

    • 3 Beds
    • 2.5 Baths
    • 1,471 Sq Ft

    105 Ridge Lake Rd, Saint Augustine, FL 32086

    Welcome to your future home! You will love this beautifully upgraded newer construction townhome in one of St. Augustine’s most convenient locations! Backing to both preserve and pond views, this home offers a rare combination of privacy, outdoor living, and accessibility. One of the standout features is the fully fenced backyard paired with an extended paver patio, creating the perfect space to

    Evann Goitia Endless Summer Realty

    105 Ridge Lake Rd, Saint Augustine, FL 32086
  • /2

    $399,999

    • Land
    • 21,780 Sq Ft
    • $799,998 per Acre

    2209 Twin Fox Trail, Saint Augustine, FL 32086

    Located on a half-acre lot with frontage on busy SR 207, this property offers strong visibility and future commercial potential. A county letter on file supports rezoning to commercial, making it well-suited for office, coffee shop, fast food, or other retail uses. Positioned in the established Fox Hill Estates area, the site is minutes from shopping, dining, and entertainment, providing

    Eric Maimo COLDWELL BANKER COMMERCIAL PREMIER PROPERTIES

    2209 Twin Fox Trail, Saint Augustine, FL 32086
  • /4

    $199,999

    $25K PRICE DROP
    • Land
    • 32,670 Sq Ft
    • $266,665 per Acre

    0 Dobbs Rd Unit 255110, Saint Augustine, FL 32086

    Prime industrial-zoned land opportunity located on Dobbs Road with convenient access to both State Road 207 and State Road 312 W. This site offers excellent visibility and connectivity, making it ideal for industrial development, distribution, or flex use. Positioned in a growing commercial corridor, the property provides strong logistical advantages for businesses seeking a central location with

    Eric Maimo Coldwell Banker Commercial Premier Properties

    0 Dobbs Rd Unit 255110, Saint Augustine, FL 32086
  • /34

    $369,900

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,540 Sq Ft

    303 Deer Crossing Rd, Saint Augustine, FL 32086

    WOW!! **NO CDD fees** This beautifully-maintained home shows like a dream! The low-maintenance stucco exterior leads into a popular floor plan with a HUGE great rm, 3 spacious bedrms, a formal dining rm or hm office space, and a GORGEOUS, eat-in kitchen! Neutral colors are found thruout with 18'' ceramic tile in the main living areas & carpeted bedrms. The spacious, primary suite features an

    Mike Carter ASSIST2SELL BUYERS & SELLERS REALTY

    303 Deer Crossing Rd, Saint Augustine, FL 32086
  • /46

    $170,000

    • 2 Beds
    • 2 Baths
    • 1,085 Sq Ft

    425 S Villa San Marco Dr Unit 307, Saint Augustine, FL 32086

    Don't miss this opportunity to own a well-maintained 2 bedroom, 2 bath condo located on the third floor in a highly desirable location. Freshly painted throughout, this inviting home features attractive vinyl plank flooring, creating a modern look that's both stylish and easy to maintain. Enjoy your morning coffee or unwind after a long day on the private screened lanai, offering a comfortable

    Jennifer Sauvage Coldwell Banker Premier Properties (A1A Beach)

    425 S Villa San Marco Dr Unit 307, Saint Augustine, FL 32086
  • /17

    $170,000

    • 2 Beds
    • 2 Baths
    • 1,085 Sq Ft

    420 S Villa San Marco Dr Unit 304, Saint Augustine, FL 32086

    Relax in this well-kept 2-bedroom, 2-bath condo at Villa San Marco. The open layout with a smart split floor plan gives you plenty of space to relax or entertain. You'll love the private enclosed balcony -- perfect for morning coffee or unwinding with friends. Low HOA fees cover water, sewer, and garbage, so you can focus on what matters most. Plus, you're just minutes from shopping, dining,

    AARON MCMENAMY FLORIDA COASTAL JACKSONVILLE

    420 S Villa San Marco Dr Unit 304, Saint Augustine, FL 32086
  • /21

    $224,900

    • 2 Beds
    • 2.5 Baths
    • 1,372 Sq Ft

    237 Moultrie Village Ln, Saint Augustine, FL 32086

    **1% credit toward closing costs or an interest rate buy-down offered with use of seller's preferred lender!** Move right into this better-than-new beauty featuring fresh interior paint, new HVAC, new upstairs carpet, and brand-new washer and dryer already in place. The bright open-concept layout makes everyday living and entertaining effortless, while the fenced backyard is perfect for

    Maureen Aspinwall Momentum Realty

    237 Moultrie Village Ln, Saint Augustine, FL 32086
  • /26

    $359,000

    $26K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,546 Sq Ft

    153 Little Owl Ln, Saint Augustine, FL 32086

    A wonderful neighborhood with nice amenities at an affordable price. Ten years young. 3BR/3BA gently lived in home. Beautiful wood look tile encompasses the main living areas and master bedroom. Large master bath with walk in shower; double oversized vanity and walk in closet. The split floor plan provides the two guest bedrooms and bath their own privacy space. Formal dining is located adjacent

    Jane Wolfe Coldwell Banker Premier Properties (A1A Beach)

    153 Little Owl Ln, Saint Augustine, FL 32086
  • /28

    $359,900

    • 3 Beds
    • 2 Baths
    • 1,436 Sq Ft

    127 Ashby Landing Way, Saint Augustine, FL 32086

    Beautiful 3/2 Waterfront Ranch Home. Built in 2017 and looks NEW inside and out. Located in the Sub of Ashby Landing. Fantastic LOCATION very close to Shopping, Restaurants, Theater, Schools, and More! Water fountain is located directly behind home with perfect view and gentle sound. Recently outside paint, seamless gutters, sealed foundation. Ceiling Fans throughout. Cathedral ceiling in Great

    Jim Wauldron Coldwell Banker Premier Properties (A1A Beach)

    127 Ashby Landing Way, Saint Augustine, FL 32086
  • /35

    $167,900

    $47K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,085 Sq Ft

    415 S Villa San Marco Dr Unit 205, Saint Augustine, FL 32086

    **Motivated Seller**Location, Location! This efficient 2 bedroom 2 bath unit shows that it has been well maintained and the highly-desirable Villa San Marco community is a wonderful and meticulously-maintained community as well! Enjoy all the conveniences of resort style living with a clubhouse, pool and gym. Its central location is just minutes to our historic downtown as well as the sugar sand

    Gloria Worley Century 21 St Augustine Properties

    415 S Villa San Marco Dr Unit 205, Saint Augustine, FL 32086
  • /39

    $359,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,451 Sq Ft

    284 N Churchill Dr, Saint Augustine, FL 32086

    284 N Churchill is the kind of place that just makes life easy. Fully move-in ready and well cared for, with updated flooring and kitchen countertops, vaulted ceilings, and a cozy fireplace that makes the space feel open and inviting. The screened lanai overlooking the pond is perfect for morning coffee or winding down after a beach day. Big-ticket updates are already done too, including a 2018

    Kiara Nicolette Endless Summer Realty

    284 N Churchill Dr, Saint Augustine, FL 32086
  • /4

    $199,999

    $25K PRICE DROP
    • Land
    • 32,670 Sq Ft
    • $266,665 per Acre

    0 Dobbs Rd Unit MFRGC533824, Saint Augustine, FL 32086

    Prime industrial-zoned land opportunity located on Dobbs Road with convenient access to both State Road 207 and State Road 312 W. This site offers excellent visibility and connectivity, making it ideal for industrial development, distribution, or flex use. Positioned in a growing commercial corridor, the property provides strong logistical advantages for businesses seeking a central location with

    Eric Maimo COLDWELL BANKER COMMERCIAL PREMIER PROPERTIES

    0 Dobbs Rd Unit MFRGC533824, Saint Augustine, FL 32086
  • /4

    $199,999

    • Land
    • 32,670 Sq Ft
    • $266,665 per Acre

    0 Dobbs Rd Unit 2107194, Saint Augustine, FL 32086

    Prime industrial-zoned land opportunity located on Dobbs Road with convenient access to both State Road 207 and State Road 312 W. This site offers excellent visibility and connectivity, making it ideal for industrial development, distribution, or flex use. Positioned in a growing commercial corridor, the property provides strong logistical advantages for businesses seeking a central location with

    Eric Maimo COLDWELL BANKER PREMIER PROPERTIES

    0 Dobbs Rd Unit 2107194, Saint Augustine, FL 32086
  • /37

    $299,000

    $16K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,499 Sq Ft

    249 Whitland Way, Saint Augustine, FL 32086

    Welcome to elevated coastal living in this beautifully upgraded 3-bedroom, 2.5-bathroom townhome offering 1,643 square feet of move-in ready comfort just minutes from everything St. Augustine is known for—historic charm, pristine beaches, and waterfront living. From the moment you step inside, you’ll notice the thoughtfully curated designer touches and high-end finishes that create a clean,

    Noah Bailey Keller Williams Realty Atlantic Partners St Augustine

    249 Whitland Way, Saint Augustine, FL 32086
  • /31

    $360,000

    Open Sun 12PM - 3PM
    • 3 Beds
    • 2 Baths
    • 1,420 Sq Ft

    583 Ashby Landing Way, Saint Augustine, FL 32086

    Experience the perfect blend of coastal charm and modern convenience in this stunning lakeside cottage. Situated in a private, No-CDD enclave of just 128 homes, this property offers a rare ''best of both worlds'' location: a peaceful retreat that is only a 10-minutes to historic downtown St. Augustine and the pristine sands of Anastasia Island. The bright, airy split-floor plan ensures privacy

    ERIN SMITH COLDWELL BANKER PREMIER PROPERTIES

    583 Ashby Landing Way, Saint Augustine, FL 32086
  • /33

    $210,000

    • 3 Beds
    • 2 Baths
    • 1,260 Sq Ft

    405 S Villa San Marco Dr Unit 208, Saint Augustine, FL 32086

    This spacious 3 bedroom, 2 bath condominium has been a consistent, high-performing investment for nearly two years. While serving as a primary residence for the seller during college, it also generated $2,200 a month in rental income from the additional bedrooms, proving itself as both a comfortable home and a reliable income-producing asset. Conveniently located just 5 minutes from the

    Courtney McQuaig MAXREV, LLC

    405 S Villa San Marco Dr Unit 208, Saint Augustine, FL 32086
  • /28

    $379,900

    $10K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,568 Sq Ft

    304 N Hidden Tree Dr, Saint Augustine, FL 32086

    JUST LISTED in the Hideaway at Old Moultrie Neighborhood! BUYER INCENTIVE: Seller offering up to $15,000 toward buyer closing costs, prepaid expenses, and/or interest rate buy-down when using Seller's preferred lender. Incentive subject to lender approval, loan program restrictions, and terms outlined in the executed contract. Great convenient location to St Augustine with nearby schools and

    Bradley Officer RE/MAX SPECIALISTS

    304 N Hidden Tree Dr, Saint Augustine, FL 32086
  • /23

    $245,000

    • 2 Beds
    • 2.5 Baths
    • 1,211 Sq Ft

    145 Whitland Way, Saint Augustine, FL 32086

    Freshly updated and full of charm, this inviting townhome features new flooring throughout the entire home and a completely carpet-free interior for a clean, modern feel. Natural light fills the spacious living areas, creating a bright and relaxing atmosphere you'll love coming home to. Located with easy access to US-1 and I-95, commuting and exploring all that St. Augustine has to offer is

    AMBER BROWN VREELAND REAL ESTATE LLC

    145 Whitland Way, Saint Augustine, FL 32086

Home Prices in Rolling Hills, FL

Home Price Trends

Median Sale Price
$324,500
Median Single Family Sale Price
$373,500
Median Townhouse Sale Price
$244,000
Median 2 Bedroom Sale Price
$235,000
Average Price Per Sq Ft
$197
Number of Homes for Sale
22
Last 12 months Home Sales
76
Months of Supply
3.50
Median List Price
$322,250
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
-7%
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